Chemical foundations of hydrogen sulfide biology
Tài liệu tham khảo
International Union of Pure and Applied Chemistry (IUPAC), Compendium of Chemical Terminology Gold Book, Version 2.3.2, 2012.
Abe, 1996, The possible role of hydrogen sulfide as an endogenous neuromodulator, J. Neurosci., 16, 1066, 10.1523/JNEUROSCI.16-03-01066.1996
Yang, 2008, H2S as a physiologic vasorelaxant: hypertension in mice with deletion of cystathionine gamma-lyase, Science, 322, 587, 10.1126/science.1162667
Kimura, 2011, Hydrogen sulfide: its production and functions, Exp. Physiol., 96, 833, 10.1113/expphysiol.2011.057455
King, 2011, Cytoprotective actions of hydrogen sulfide in ischaemia-reperfusion injury, Exp. Physiol., 96, 840, 10.1113/expphysiol.2011.059725
Nicholson, 2010, Hydrogen sulfide and ischemia-reperfusion injury, Pharmacol. Res., 62, 289, 10.1016/j.phrs.2010.06.002
Wang, 2012, Physiological implications of hydrogen sulfide: a whiff exploration that blossomed, Physiol. Rev., 92, 791, 10.1152/physrev.00017.2011
Whiteman, 2011, Hydrogen sulfide and inflammation: the good, the bad, the ugly and the promising, Expert. Rev. Clin. Pharmacol., 4, 13, 10.1586/ecp.10.134
Kimura, 2012, Hydrogen sulfide is a signaling molecule and a cytoprotectant, Antioxid. Redox. Signal., 17, 45, 10.1089/ars.2011.4345
Li, 2011, Hydrogen sulfide and cell signaling, Annu. Rev. Pharmacol. Toxicol., 51, 169, 10.1146/annurev-pharmtox-010510-100505
Mustafa, 2009, Signaling by gasotransmitters, Sci. Signal., 2, re2, 10.1126/scisignal.268re2
Mustafa, 2009, H2S signals through protein S-sulfhydration, Sci. Signal., 2, ra72, 10.1126/scisignal.2000464
Vandiver, 2012, Hydrogen sulfide: a gasotransmitter of clinical relevance, J. Mol. Med. (Berl), 90, 255, 10.1007/s00109-012-0873-4
Wagner, 2009, Bench-to-bedside review: hydrogen sulfide-the third gaseous transmitter: applications for critical care, Crit. Care, 13, 213, 10.1186/cc7700
Gu, 2011, Therapeutic applications of organosulfur compounds as novel hydrogen sulfide donors and/or mediators, Expert. Rev. Clin. Pharmacol., 4, 123, 10.1586/ecp.10.129
Martelli, 2012, Hydrogen sulphide: biopharmacological roles in the cardiovascular system and pharmaceutical perspectives, Curr. Med. Chem., 19, 3325, 10.2174/092986712801215928
Kashfi, 2013, Biology and therapeutic potential of hydrogen sulfide and hydrogen sulfide-releasing chimeras, Biochem. Pharmacol., 85, 689, 10.1016/j.bcp.2012.10.019
Fukuto, 2012, Small molecule signaling agents: the integrated chemistry and biochemistry of nitrogen oxides, oxides of carbon, dioxygen, hydrogen sulfide, and their derived species, Chem. Res. Toxicol., 25, 769, 10.1021/tx2005234
Kabil, 2010, Redox biochemistry of hydrogen sulfide, J. Biol. Chem., 285, 21903, 10.1074/jbc.R110.128363
Predmore, 2012, Hydrogen sulfide in biochemistry and medicine, Antioxid. Redox. Signal., 17, 119, 10.1089/ars.2012.4612
Bir, 2012, Hydrogen sulfide stimulates ischemic vascular remodeling through nitric oxide synthase and nitrite reduction activity regulating hypoxia-inducible factor-1alpha and vascular endothelial growth factor-dependent angiogenesis, J. Am. Heart Assoc., 1, e004093, 10.1161/JAHA.112.004093
Coletta, 2012, Hydrogen sulfide and nitric oxide are mutually dependent in the regulation of angiogenesis and endothelium-dependent vasorelaxation, Proc. Natl. Acad. Sci. U.S.A., 109, 9161, 10.1073/pnas.1202916109
Fago, 2012, Integrating nitric oxide, nitrite and hydrogen sulfide signaling in the physiological adaptations to hypoxia: A comparative approach, Comp. Biochem. Physiol. A Mol. Integr. Physiol., 162, 1, 10.1016/j.cbpa.2012.01.011
Hosoki, 1997, The possible role of hydrogen sulfide as an endogenous smooth muscle relaxant in synergy with nitric oxide, Biochem. Biophys. Res. Commun., 237, 527, 10.1006/bbrc.1997.6878
Predmore, 2012, The polysulfide diallyl trisulfide protects the ischemic myocardium by preservation of endogenous hydrogen sulfide and increasing nitric oxide bioavailability, Am. J. Physiol. Heart Circ. Physiol., 302, H2410, 10.1152/ajpheart.00044.2012
Tomaskova, 2011, On the involvement of H2S in nitroso signaling and other mechanisms of H2S action, Curr. Pharm. Biotechnol., 12, 1394, 10.2174/138920111798281009
Wang, 2012, Shared signaling pathways among gasotransmitters, Proc. Natl. Acad. Sci. U.S.A., 109, 8801, 10.1073/pnas.1206646109
Beauchamp, 1984, A critical review of the literature on hydrogen sulfide toxicity, Crit. Rev. Toxicol., 13, 25, 10.3109/10408448409029321
Hughes, 2009, Making and working with hydrogen sulfide: the chemistry and generation of hydrogen sulfide in vitro and its measurement in vivo: a review, Free Radic. Biol. Med., 47, 1346, 10.1016/j.freeradbiomed.2009.09.018
Calhoun, 1988, Quenching of room temperature protein phosphorescence by added small molecules, Biochemistry, 27, 8466, 10.1021/bi00422a026
Li, 2008, Putative biological roles of hydrogen sulfide in health and disease: a breath of not so fresh air?, Trends Pharmacol. Sci., 29, 84, 10.1016/j.tips.2007.11.003
De Bruyn, 1995, Henry’s Law solubilities and Setchenow coefficients for biogenic reduced sulfur species obtained from gas–liquid uptake measurements, J. Geophys. Res., 100, 7245, 10.1029/95JD00217
Mathai, 2009, No facilitator required for membrane transport of hydrogen sulfide, Proc. Natl. Acad. Sci. U.S.A., 106, 16633, 10.1073/pnas.0902952106
K.Y. Chen, Oxidation of aqueous sulfide by O2, PhD thesis/dissertation, Harvard University, Division of Engineering and Applied Physics, 1970.
Chen, 1972, Kinetics of oxidation of aqueous sulfide by O2, Environ. Sci. Technol., 6, 529, 10.1021/es60065a008
Sillen, 1964
Giggenbach, 1971, Optical spectra of highly alkaline sulfide solutions and the second dissociation constant for hydrogen sulfide, Inorg. Chem., 10, 1333, 10.1021/ic50101a002
Peramunage, 1994, Activity and spectroscopic analysis of concentrated solutions of potassium sulfide, Anal. Chem., 66, 378, 10.1021/ac00075a011
Lide, 2005
Housecroft, 2001
Millero, 1986, The thermodynamics and kinetics of the hydrogen sulfide system in natural waters, Mar. Chem., 18, 121, 10.1016/0304-4203(86)90003-4
Millero, 1989, Thermodynamics and kinetics of hydrogen sulfide in natural waters, 282
DeLeon, 2012, Passive loss of hydrogen sulfide in biological experiments, Anal. Biochem., 421, 203, 10.1016/j.ab.2011.10.016
Furne, 2008, Whole tissue hydrogen sulfide concentrations are orders of magnitude lower than presently accepted values, Am. J. Physiol. Regul. Integr. Comp. Physiol., 295, R1479, 10.1152/ajpregu.90566.2008
Shen, 2011, Measurement of plasma hydrogen sulfide in vivo and in vitro, Free Radic. Biol. Med., 50, 1021, 10.1016/j.freeradbiomed.2011.01.025
Whitfield, 2008, Reappraisal of H2S/sulfide concentration in vertebrate blood and its potential significance in ischemic preconditioning and vascular signaling, Am. J. Physiol. Regul. Integr. Comp. Physiol., 294, R1930, 10.1152/ajpregu.00025.2008
Benson, 1978, Thermochemistry and kinetics of sulfur-containing molecules and radicals, Chem. Rev., 78, 23, 10.1021/cr60311a003
Voet, 2004, Introduction to metabolism, 573
Kelly, 1982, Biochemistry of the chemolithotrophic oxidation of inorganic sulphur, Philos. Trans. R. Soc. Lond. B Biol. Sci., 298, 499, 10.1098/rstb.1982.0094
Rost, 1964, Reduction-potential of glutathione, Nature, 201, 185, 10.1038/201185a0
Toohey, 2011, Sulfur signaling: is the agent sulfide or sulfane?, Anal. Biochem., 413, 1, 10.1016/j.ab.2011.01.044
Chen, 2012, Reaction-based genetically encoded fluorescent hydrogen sulfide sensors, J. Am. Chem. Soc., 134, 9589, 10.1021/ja303261d
Lippert, 2011, Reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells, J. Am. Chem. Soc., 133, 10078, 10.1021/ja203661j
Montoya, 2012, Selective turn-on fluorescent probes for imaging hydrogen sulfide in living cells, Chem. Commun. (Camb), 48, 4767, 10.1039/c2cc30730h
Peng, 2011, A fluorescent probe for fast and quantitative detection of hydrogen sulfide in blood, Angew. Chem. Int. Ed. Engl., 50, 9672, 10.1002/anie.201104236
Dittmer, 2010
Pearson, 1968, Nucleophilic reactivity constants toward methyl iodide and trans-dichlorodi(pyridine)platinum(II), J. Am. Chem. Soc., 90, 319, 10.1021/ja01004a021
Nashef, 1977, Determination of hydrogen sulfide with 5,5′-dithiobis-(2-nitrobenzoic acid), N-ethylmaleimide, and parachloromercuribenzoate, Anal. Biochem., 79, 394, 10.1016/0003-2697(77)90413-4
Svenson, 1980, A rapid and sensitive spectrophotometric method for determination of hydrogen sulfide with 2,2′-dipyridyl disulfide, Anal. Biochem., 107, 51, 10.1016/0003-2697(80)90490-X
Shen, 2012, Analytical measurement of discrete hydrogen sulfide pools in biological specimens, Free Radic. Biol. Med., 52, 2276, 10.1016/j.freeradbiomed.2012.04.007
Wintner, 2010, A monobromobimane-based assay to measure the pharmacokinetic profile of reactive sulphide species in blood, Br. J. Pharmacol., 160, 941, 10.1111/j.1476-5381.2010.00704.x
Liu, 2011, Capture and visualization of hydrogen sulfide by a fluorescent probe, Angew. Chem. Int. Ed. Engl., 50, 10327, 10.1002/anie.201104305
Liu, 2012, Reaction based fluorescent probes for hydrogen sulfide, Org. Lett., 14, 2184, 10.1021/ol3008183
Qian, 2011, Selective fluorescent probes for live-cell monitoring of sulphide, Nat. Commun., 2, 495, 10.1038/ncomms1506
Yang, 2009, A fluorescein-based fluorogenic and chromogenic chemodosimeter for the sensitive detection of sulfide anion in aqueous solution, Anal. Chim. Acta, 631, 91, 10.1016/j.aca.2008.10.037
Yoshida, 2011, Detoxification of methylmercury by hydrogen sulfide-producing enzyme in Mammalian cells, Chem. Res. Toxicol., 24, 1633, 10.1021/tx200394g
Nishida, 2012, Hydrogen sulfide anion regulates redox signaling via electrophile sulfhydration, Nat. Chem. Biol., 8, 714, 10.1038/nchembio.1018
Filipovic, 2012, Chemical characterization of the smallest S-nitrosothiol, HSNO; cellular cross-talk of H2S and S-nitrosothiols, J. Am. Chem. Soc., 134, 12016, 10.1021/ja3009693
Paul, 2012, H2S signalling through protein sulfhydration and beyond, Nat. Rev. Mol. Cell Biol., 13, 499, 10.1038/nrm3391
Sen, 2010, Protein modifications involved in neurotransmitter and gasotransmitter signaling, Trends Neurosci., 33, 493, 10.1016/j.tins.2010.07.004
Toohey, 2012, The conversion of H2S to sulfane sulfur, Nat. Rev. Mol. Cell Biol., 13, 803, 10.1038/nrm3391-c1
Cahn, 1979
Ubuka, 2002, Assay methods and biological roles of labile sulfur in animal tissues, J. Chromatogr. B Anal. Technol. Biomed. Life Sci., 781, 227, 10.1016/S1570-0232(02)00623-2
Wood, 1987, Sulfane sulfur, Methods Enzymol., 143, 25, 10.1016/0076-6879(87)43009-7
Toohey, 1989, Sulphane sulphur in biological systems: a possible regulatory role, Biochem. J., 264, 625, 10.1042/bj2640625
Jacob, 2008, Perspective on recent developments on sulfur-containing agents and hydrogen sulfide signaling, Planta Med., 74, 1580, 10.1055/s-0028-1088299
Munchberg, 2007, Polysulfides as biologically active ingredients of garlic, Org. Biomol. Chem., 5, 1505, 10.1039/B703832A
Gliubich, 1996, Active site structural features for chemically modified forms of rhodanese, J. Biol. Chem., 271, 21054, 10.1074/jbc.271.35.21054
Gliubich, 1998, Structure of sulfur-substituted rhodanese at 1.36 A resolution, Acta Crystallogr. D Biol. Crystallogr., 54, 481, 10.1107/S090744499701216X
Hol, 1983, The high resolution three-dimensional structure of bovine liver rhodanese, Fundam. Appl. Toxicol., 3, 370, 10.1016/S0272-0590(83)80007-4
Ploegman, 1978, Structure of bovine liver rhodanese. I. Structure determination at 2.5A resolution and a comparison of the conformation and sequence of its two domains, J. Mol. Biol., 123, 557, 10.1016/0022-2836(78)90207-3
Ploegman, 1979, The structure of bovine liver rhodanese. II. The active site in the sulfur-substituted and the sulfur-free enzyme, J. Mol. Biol., 127, 149, 10.1016/0022-2836(79)90236-5
Lin, 2004, Solution structure of the 30kDa polysulfide–sulfur transferase homodimer from Wolinella succinogenes, Biochemistry, 43, 1418, 10.1021/bi0356597
You, 2010, Characterization of a covalent polysulfane bridge in copper–zinc superoxide dismutase, Biochemistry, 49, 1191, 10.1021/bi901844d
Bordo, 2002, The rhodanese/Cdc25 phosphatase superfamily. Sequence–structure–function relations, EMBO Rep., 3, 741, 10.1093/embo-reports/kvf150
Cipollone, 2007, Common themes and variations in the rhodanese superfamily, IUBMB Life, 59, 51, 10.1080/15216540701206859
Hofmann, 1998, A model of Cdc25 phosphatase catalytic domain and Cdk-interaction surface based on the presence of a rhodanese homology domain, J. Mol. Biol., 282, 195, 10.1006/jmbi.1998.1998
Theodosiou, 2002, MAP kinase phosphatases, Genome Biol., 3, 10.1186/gb-2002-3-7-reviews3009
Agro, 1976, Activation of porcine heart mitochondrial malate dehydrogenase by zero valence sulfur and rhodanese, Biochem. Biophys. Res. Commun., 68, 553, 10.1016/0006-291X(76)91181-5
Bonomi, 1977, Rhodanese-Mediated sulfur transfer to succinate dehydrogenase, Eur. J. Biochem., 72, 17, 10.1111/j.1432-1033.1977.tb11219.x
Branzoli, 1974, Evidence for an active site persulfide residue in rabbit liver aldehyde oxidase, J. Biol. Chem., 249, 4346, 10.1016/S0021-9258(19)42426-5
Conner, 1983, Elemental sulfur: a novel inhibitor of adenylate kinase, Biochem. Biophys. Res. Commun., 113, 348, 10.1016/0006-291X(83)90472-2
de Beus, 2004, Modification of cysteine 111 in Cu/Zn superoxide dismutase results in altered spectroscopic and biophysical properties, Protein Sci., 13, 1347, 10.1110/ps.03576904
Edmondson, 1972, The resolution of active and inactive xanthine oxidase by affinity chromatography, J. Biol. Chem., 247, 1597, 10.1016/S0021-9258(19)45598-1
Francoleon, 2011, The reaction of H2S with oxidized thiols: generation of persulfides and implications to H2S biology, Arch. Biochem. Biophys., 516, 146, 10.1016/j.abb.2011.09.015
Kato, 1966, J. Biochem., 59, 40, 10.1093/oxfordjournals.jbchem.a128256
Kim, 2004, Evidence for a proton transfer network and a required persulfide-bond-forming cysteine residue in Ni-containing carbon monoxide dehydrogenases, Biochemistry, 43, 5728, 10.1021/bi036062u
Massey, 1970, On the mechanism of inactivation of xanthine oxidase by cyanide, J. Biol. Chem., 245, 6595, 10.1016/S0021-9258(18)62575-X
Massey, 1971, The presence of S degrees-containing impurities in commercial samples of oxidized glutathione and their catalytic effect on the reduction of cytochrome c, Biochem. Biophys. Res. Commun., 42, 730, 10.1016/0006-291X(71)90548-1
Pestana, 1970, Reversible inactivation by elemental sulfur and mercurials of rat liver serine dehydratase and certain sulfhydryl enzymes, Biochem. Biophys. Res. Commun., 39, 522, 10.1016/0006-291X(70)90609-1
Sandy, 1975, Control of 5-aminolaevulinate synthetase activity in Rhodopseudomonas spheroides a role for trisulphides, Biochem. J., 150, 245, 10.1042/bj1500245
Taniguchi, 1974, Role of 3-mercaptopyruvate sulfurtransferase in the formation of the iron-sulfur chromophore of adrenal ferredoxin, Biochim. Biophys. Acta, 364, 284, 10.1016/0005-2744(74)90014-X
Tomati, 1974, Ferredoxin activation by rhodanese, Phytochemistry, 13, 1703, 10.1016/0031-9422(74)85076-4
Tomati, 1976, NADH: nitrate reductase activity restoration by rhodanese, Phytochemistry, 15, 597, 10.1016/S0031-9422(00)94400-5
Valentine, 1987, Modification of erythrocyte enzyme activities by persulfides and methanethiol: possible regulatory role, Proc. Natl. Acad. Sci. U.S.A., 84, 1394, 10.1073/pnas.84.5.1394
Beinert, 2000, A tribute to sulfur, Eur. J. Biochem., 267, 5657, 10.1046/j.1432-1327.2000.01637.x
Kessler, 2006, Enzymatic activation of sulfur for incorporation into biomolecules in prokaryotes, FEMS Microbiol. Rev., 30, 825, 10.1111/j.1574-6976.2006.00036.x
Mueller, 2006, Trafficking in persulfides: delivering sulfur in biosynthetic pathways, Nat. Chem. Biol., 2, 185, 10.1038/nchembio779
Toohey, 1986, Persulfide sulfur is a growth factor for cells defective in sulfur metabolism, Biochem. Cell Biol., 64, 758, 10.1139/o86-103
Kimura, 2013, Polysulfides are possible H2S-derived signaling molecules in rat brain, FASEB J., 27, 2451, 10.1096/fj.12-226415
Fu, 2008, Hydrogen sulfide protects rat lung from ischemia-reperfusion injury, Life Sci., 82, 1196, 10.1016/j.lfs.2008.04.005
Jha, 2008, Hydrogen sulfide attenuates hepatic ischemia-reperfusion injury: role of antioxidant and antiapoptotic signaling, Am. J. Physiol. Heart Circ. Physiol., 295, H801, 10.1152/ajpheart.00377.2008
Kimura, 2004, Hydrogen sulfide protects neurons from oxidative stress, FASEB J., 18, 1165, 10.1096/fj.04-1815fje
Kimura, 2006, Hydrogen sulfide protects HT22 neuronal cells from oxidative stress, Antioxid. Redox. Signal., 8, 661, 10.1089/ars.2006.8.661
Kimura, 2010, Hydrogen sulfide increases glutathione production and suppresses oxidative stress in mitochondria, Antioxid. Redox. Signal., 12, 1, 10.1089/ars.2008.2282
Lu, 2008, Hydrogen sulfide protects astrocytes against H2O2-induced neural injury via enhancing glutamate uptake, Free Radic. Biol. Med., 45, 1705, 10.1016/j.freeradbiomed.2008.09.014
Yan, 2006, Effects of hydrogen sulfide on homocysteine-induced oxidative stress in vascular smooth muscle cells, Biochem. Biophys. Res. Commun., 351, 485, 10.1016/j.bbrc.2006.10.058
Yonezawa, 2007, A protective role of hydrogen sulfide against oxidative stress in rat gastric mucosal epithelium, Toxicology, 241, 11, 10.1016/j.tox.2007.07.020
Whiteman, 2004, The novel neuromodulator hydrogen sulfide: an endogenous peroxynitrite ’scavenger’?, J. Neurochem., 90, 765, 10.1111/j.1471-4159.2004.02617.x
Whiteman, 2005, Hydrogen sulphide: a novel inhibitor of hypochlorous acid-mediated oxidative damage in the brain?, Biochem. Biophys. Res. Commun., 326, 794, 10.1016/j.bbrc.2004.11.110
Mitsuhashi, 2005, Oxidative stress-dependent conversion of hydrogen sulfide to sulfite by activated neutrophils, Shock, 24, 529, 10.1097/01.shk.0000183393.83272.de
Cline, 1969, Oxygenation of hydrogen sulfide in seawater at constant salinity, temperature, and pH, Environ. Sci. Technol., 3, 838, 10.1021/es60032a004
Kotronarou, 1991, Catalytic autoxidation of hydrogen sulfide in wastewater, Environ. Sci. Technol., 25, 1153, 10.1021/es00018a021
Millero, 1987, Oxidation of H2S in seawater as a function of temperature, pH, and ionic strength, Environ. Sci. Technol., 21, 439, 10.1021/es00159a003
Snavely, 1969, Rates of reaction of dissolved oxygen with scavengers in sweet and sour brines, Corrosion, 25, 397, 10.5006/0010-9312-25.10.397
Tapley, 1999, Free radicals and chemiluminescence as products of the spontaneous oxidation of sulfide in seawater, and their biological implications, Biol. Bull., 196, 52, 10.2307/1543166
Zhang, 1993, The products from the oxidation of H2S in seawater, Geochim. Cosmochim. Acta, 57, 1705, 10.1016/0016-7037(93)90108-9
Cadena, 1988, Evaluation of chemical oxidizers for hydrogen sulfide control, Journal WPCF, 60, 1259
Devai, 2002, Effectiveness of selected chemicals for controlling emission of malodorous sulfur gases in sewage sludge, Environ. Technol., 23, 319, 10.1080/09593332508618412
Millero, 1989, Oxidation of hydrogen sulfide with hydrogen peroxide in natural waters, Environ. Sci. Technol., 23, 209, 10.1021/es00179a012
Kuhn, 1983, A review of the air oxidation of aqueous sulphide solutions, J. Chem. Tech. Biotechnol., 33, 406, 10.1002/jctb.504330804
O’Brien, 1977, Kinetics of oxygenation of reduced sulfur species in aqueous solution, Environ. Sci. Technol., 11, 1114, 10.1021/es60135a009
Luther, 2011, Thermodynamics and kinetics of sulfide oxidation by oxygen: a look at inorganically controlled reactions and biologically mediated processes in the environment, Front Microbiol., 2, 62, 10.3389/fmicb.2011.00062
Chen, 1972, Oxidation of sulfide by O2: catalysis and inhibition, J. Sanit. Eng. Div., 98, 215, 10.1061/JSEDAI.0001372
Hoffmann, 1979, Kinetics and mechanism of the oxidation of sulfide by oxygen: catalysis by homogeneous metal-phthalocyanine complexes, Environ. Sci. Technol., 13, 1406, 10.1021/es60159a014
Hong, 1989, Catalytic autoxidation of chemical contaminants by hybrid complexes of cobalt(II) phthalocyanine, Environ. Sci. Technol., 23, 533, 10.1021/es00063a004
Ma, 2006, Removal of H2S via an iron catalytic cycle and iron sulfide precipitation in the water column of dead end tributaries, Estuar. Coast. Shelf Sci., 70, 461, 10.1016/j.ecss.2006.06.033
Vazquez, 1989, Effect of metals on the rate of the oxidation of H2S in seawater, Geophys. Res. Lett., 16, 1363, 10.1029/GL016i012p01363
Hoffman, 2012, Generation of DNA-damaging reactive oxygen species via the autoxidation of hydrogen sulfide under physiologically relevant conditions: chemistry relevant to both the genotoxic and cell signaling properties of H2S, Chem. Res. Toxicol., 25, 1609, 10.1021/tx300066z
Baxter, 1958, The oxidation of sulfide to thiosulfate by metalloprotein complexes and by ferritin, Biochim. Biophys. Acta, 28, 573, 10.1016/0006-3002(58)90521-3
Stasko, 2009, Electron transfer: a primary step in the reactions of sodium hydrosulphide, an H2S/HS− donor, Free Radic. Res., 43, 581, 10.1080/10715760902977416
Reinartz, 1998, Sulfide oxidation in the phototrophic sulfur bacterium Chromatium Vinosum, Arch. Microbiol., 170, 59, 10.1007/s002030050615
Theissen, 2003, Single eubacterial origin of eukaryotic sulfide:quinone oxidoreductase, a mitochondrial enzyme conserved from the early evolution of eukaryotes during anoxic and sulfidic times, Mol. Biol. Evol., 20, 1564, 10.1093/molbev/msg174
Hildebrandt, 2008, Three enzymatic activities catalyze the oxidation of sulfide to thiosulfate in mammalian and invertebrate mitochondria, FEBS J., 275, 3352, 10.1111/j.1742-4658.2008.06482.x
Muller, 2004, Coupling of the pathway of sulphur oxidation to dioxygen reduction: characterization of a novel membrane-bound thiosulphate:quinone oxidoreductase, Mol. Microbiol., 53, 1147, 10.1111/j.1365-2958.2004.04193.x
Olson, 2010, H2S and O2 sensing, Proc. Natl. Acad. Sci. U.S.A., 107, E141, 10.1073/pnas.1009210107
Olson, 2010, Hydrogen sulfide and oxygen sensing in the cardiovascular system, Antioxid. Redox. Signal., 12, 1219, 10.1089/ars.2009.2921
Olson, 2012, Hydrogen sulfide as an oxygen sensor, Clin. Chem. Lab Med., 1
Olson, 2013, A theoretical examination of hydrogen sulfide metabolism and its potential in autocrine/paracrine oxygen sensing, Respir. Physiol. Neurobiol., 186, 173, 10.1016/j.resp.2013.01.010
Resch, 1989, The methylene blue-HS–O2, oscillator: mechanistic proposal and periodic perturbation, J. Phys. Chem., 93, 2783, 10.1021/j100344a018
Resch, 1989, Reduction of methylene blue by sulfide ion in the presence and absence of oxygen: simulation of the methylene blue-O2–HS− CSTR oscillations, J. Phys. Chem., 93, 8181, 10.1021/j100362a009
Olson, 2012, A practical look at the chemistry and biology of hydrogen sulfide, Antioxid. Redox. Signal., 17, 32, 10.1089/ars.2011.4401
Asada, 1976, Reactivity of thiols with superoxide radicals, Agri. Biol. Chem., 40, 1891
Searcy, 1995, Interaction of Cu, Zn superoxide dismutase with hydrogen sulfide, Arch. Biochem. Biophys., 318, 251, 10.1006/abbi.1995.1228
Carballal, 2011, Reactivity of hydrogen sulfide with peroxynitrite and other oxidants of biological interest, Free Radic. Biol. Med., 50, 196, 10.1016/j.freeradbiomed.2010.10.705
Hoffmann, 1977, Kinetics and mechanism of oxidation of hydrogen sulfide by hydrogen peroxide in acidic solution, Environ. Sci. Technol., 11, 61, 10.1021/es60124a004
Nagy, 2010, Rapid reaction of hydrogen sulfide with the neutrophil oxidant hypochlorous acid to generate polysulfides, Chem. Res. Toxicol., 23, 1541, 10.1021/tx100266a
Filipovic, 2012, Biochemical insight into physiological effects of H2S: reaction with peroxynitrite and formation of a new nitric oxide donor, sulfinyl nitrite, Biochem. J., 441, 609, 10.1042/BJ20111389
Karmann, 1967, Pulsradiolyse des schwefelwasserstoffs in waessriger loesung, Z. Naturforsch. Teil B, 22, 273, 10.1515/znb-1967-0311
Das, 1999, Reduction potential of the sulfhydryl radical: pulse radiolysis and laser flash photolysis studies of the formation and reactions of SH and HSSH− in aqueous solutions, J. Phys. Chem. A, 103, 5221, 10.1021/jp9907544
Classen, 1883, Use of hydrogen peroxide in analytical chemistry, J. Chem. Soc. Abstr., 44, 934
Orban, 1985, A new halogen-free chemical oscillator: the reaction between sulfide ion and hydrogen peroxide in a CSTR, J. Am. Chem. Soc., 107, 2302, 10.1021/ja00294a016
Rabai, 1992, A model for the pH-regulated oscillatory reaction between hydrogen peroxide and sulfide ion, J. Phys. Chem., 96, 5414, 10.1021/j100192a043
Fehér, 1947, Über die elektrochemische darstellung von polyschwefelwasserstoffen beiträge zur chemie des schwefels, VI. Mitteilung, Angew. Chem., 59, 237, 10.1002/ange.19470590712
Lunenok-Burakina, 1964, Russ. J. Inorg. Chem., 9, 149
Satterfield, 1954, Rate of oxidation of hydrogen sulfide by hydrogen peroxide, J. Am. Chem. Soc., 76, 3922, 10.1021/ja01644a017
Wassermann, 1933, Kinetik und hemmbarkeit der eisenkatalysierten hydroperoxyd-schwefelwasserstoff-reaktion, Justus Liebigs Annalen der Chemie, 503, 249, 10.1002/jlac.19335030113
Geng, 2004, Endogenous hydrogen sulfide regulation of myocardial injury induced by isoproterenol, Biochem. Biophys. Res. Commun., 318, 756, 10.1016/j.bbrc.2004.04.094
Chang, 2008, Hydrogen sulfide inhibits myocardial injury induced by homocysteine in rats, Amino Acids, 34, 573, 10.1007/s00726-007-0011-8
Wardman, 2007, Fluorescent and luminescent probes for measurement of oxidative and nitrosative species in cells and tissues: progress, pitfalls, and prospects, Free Radic. Biol. Med., 43, 995, 10.1016/j.freeradbiomed.2007.06.026
Kelley, 2010, Hydrogen peroxide is the major oxidant product of xanthine oxidase, Free Radic. Biol. Med., 48, 493, 10.1016/j.freeradbiomed.2009.11.012
Rubbo, 1991, Substrate inhibition of xanthine oxidase and its influence on superoxide radical production, Biochim. Biophys. Acta, 1074, 386, 10.1016/0304-4165(91)90089-Y
Laggner, 2007, Hydrogen sulphide: a novel physiological inhibitor of LDL atherogenic modification by HOCl, Free Radic. Res., 41, 741, 10.1080/10715760701263265
Houk, 1996, Radical and concerted mechanisms in oxidations of amines, sulfides, and alkenes by peroxynitrite, peroxynitrous acid, and the peroxynitrite–CO2 adduct: density functional theory transition structures and energetics, J. Am. Chem. Soc., 118, 13002, 10.1021/ja9619521
Sojitra, 2012, Nitric oxide synthase inhibition abrogates hydrogen sulfide-induced cardioprotection in mice, Mol. Cell Biochem., 360, 61, 10.1007/s11010-011-1044-6
Ali, 2006, Regulation of vascular nitric oxide in vitro and in vivo: a new role for endogenous hydrogen sulphide?, Br. J. Pharmacol., 149, 625, 10.1038/sj.bjp.0706906
Webb, 2008, Contractile and vasorelaxant effects of hydrogen sulfide and its biosynthesis in the human internal mammary artery, J. Pharmacol. Exp. Ther., 324, 876, 10.1124/jpet.107.133538
Whiteman, 2006, Evidence for the formation of a novel nitrosothiol from the gaseous mediators nitric oxide and hydrogen sulphide, Biochem. Biophys. Res. Commun., 343, 303, 10.1016/j.bbrc.2006.02.154
Whiteman, 2009, Hydrogen sulfide and the vasculature: a novel vasculoprotective entity and regulator of nitric oxide bioavailability?, J. Cell Mol. Med., 13, 488, 10.1111/j.1582-4934.2009.00645.x
King, 2013, Potential biological chemistry of hydrogen sulfide (H2S) with the nitrogen oxides, Free Radic. Biol. Med., 55, 1, 10.1016/j.freeradbiomed.2012.11.005
Li, 2012, A conspectus of cellular mechanisms of nitrosothiol formation from nitric oxide, For. Immunopathol. Dis. Therap., 3, 183, 10.1615/ForumImmunDisTher.2012006372
Butler, 1988, The pentacyanonitrosylferrate ion-V. The course of the reactions of nitroprusside with a range of thiols, Polyhedron, 7, 1197, 10.1016/S0277-5387(00)81208-5
Filipovic, 2012, The kinetics and character of the intermediates formed in the reaction between sodium nitroprusside and hydrogen sulfide need further clarification, Chemistry, 18, 13538, 10.1002/chem.201103644
Quiroga, 2011, Addition and redox reactivity of hydrogen sulfides (H2S/HS−) with nitroprusside: new chemistry of nitrososulfide ligands, Chemistry, 17, 4145, 10.1002/chem.201002322
Feelisch, 1989, On the mechanism of NO release from sydnonimines, J. Cardiovasc. Pharmacol., 14, S13, 10.1097/00005344-198914110-00004
Huie, 1993, The reaction of NO with superoxide, Free Radic. Res. Commun., 18, 195, 10.3109/10715769309145868
Feelisch, 1996, Donors of nitrogen oxides, 93
Saville, 1958, A scheme for the colorimetric determination of microgram amounts of thiols, Analyst, 83, 670, 10.1039/an9588300670
Stamler, 1996, Preparation and detection of S-nitrosothiols, 527
Yong, 2010, Hydrogen sulfide interacts with nitric oxide in the heart: possible involvement of nitroxyl, Cardiovasc. Res., 88, 482, 10.1093/cvr/cvq248
Yong, 2011, Regulation of heart function by endogenous gaseous mediators-crosstalk between nitric oxide and hydrogen sulfide, Antioxid. Redox. Signal., 14, 2081, 10.1089/ars.2010.3572
Jeney, 2009, Supression of hemin-mediated oxidation of low-density lipoprotein and subsequent endothelial reactions by hydrogen sulfide (H2S), Free Radic. Biol. Med., 46, 616, 10.1016/j.freeradbiomed.2008.11.018
Muellner, 2009, Hydrogen sulfide destroys lipid hydroperoxides in oxidized LDL, Biochem. J., 420, 277, 10.1042/BJ20082421
Wang, 2011, The protective function of hydrogen sulfide for lysozyme against riboflavin-sensitized photo-oxidation, J. Photochem. Photobiol. B, 103, 186, 10.1016/j.jphotobiol.2011.03.006
Schopfer, 2011, Formation and signaling actions of electrophilic lipids, Chem. Rev., 111, 5997, 10.1021/cr200131e
Jensen, 1980
Bunnett, 1963, Nucleophilic reactivity, Ann. Rev. Phys. Chem., 14, 271, 10.1146/annurev.pc.14.100163.001415
Rickard, 2007, Chemistry of iron sulfides, Chem. Rev., 107, 514, 10.1021/cr0503658
Cooper, 2008, The inhibition of mitochondrial cytochrome oxidase by the gases carbon monoxide, nitric oxide, hydrogen cyanide and hydrogen sulfide: chemical mechanism and physiological significance, J. Bioenerg. Biomembr., 40, 533, 10.1007/s10863-008-9166-6
Olson, 2012, Mitochondrial adaptations to utilize hydrogen sulfide for energy and signaling, J. Comp. Physiol. B, 182, 881, 10.1007/s00360-012-0654-y
Blackstone, 2005, H2S induces a suspended animation-like state in mice, Science, 308, 518, 10.1126/science.1108581
Keilin, 1929, Cytochrome and respiratory enzymes, Proc. R. Soc. B, 104, 206, 10.1098/rspb.1929.0009
Nicholls, 1982, Sulphide as an inhibitor and electron donor for the cytochrome c oxidase system, Can. J. Biochem., 60, 613, 10.1139/o82-076
Collman, 2009, Using a functional enzyme model to understand the chemistry behind hydrogen sulfide induced hibernation, Proc. Natl. Acad. Sci. U.S.A., 106, 22090, 10.1073/pnas.0904082106
Boon, 2005, Ligand discrimination in soluble guanylate cyclase and the H–NOX family of heme sensor proteins, Curr. Opin. Chem. Biol., 9, 441, 10.1016/j.cbpa.2005.08.015
Farhana, 2012, Environmental heme-based sensor proteins: implications for understanding bacterial pathogenesis, Antioxid. Redox. Signal., 17, 1232, 10.1089/ars.2012.4613
Gilles-Gonzalez, 2005, Heme-based sensors: defining characteristics, recent developments, and regulatory hypotheses, J. Inorg. Biochem., 99, 1, 10.1016/j.jinorgbio.2004.11.006
Tsai, 2012, How do heme-protein sensors exclude oxygen? Lessons learned from cytochrome c’, Nostoc puntiforme heme nitric oxide/oxygen-binding domain, and soluble guanylyl cyclase, Antioxid. Redox. Signal., 17, 1246, 10.1089/ars.2012.4564
Kraus, 1990, Hemoglobins of the Lucina pectinata/bacteria symbiosis. II. An electron paramagnetic resonance and optical spectral study of the ferric proteins, J. Biol. Chem., 265, 16054, 10.1016/S0021-9258(17)46186-2
Kraus, 1990, Hemoglobins of the Lucina pectinata/bacteria symbiosis. I. Molecular properties, kinetics and equilibria of reactions with ligands, J. Biol. Chem., 265, 16043, 10.1016/S0021-9258(17)46185-0
Pietri, 2009, Factors controlling the reactivity of hydrogen sulfide with hemeproteins, Biochemistry, 48, 4881, 10.1021/bi801738j
Pietri, 2011, Hydrogen sulfide and hemeproteins: knowledge and mysteries, Antioxid. Redox Signal., 15, 393, 10.1089/ars.2010.3698
Scheler, 1963, On the antagonistic alteration of acute H2S poisonning in mice with methemoglobin-forming agents, Acta Biol. Med. Ger., 11, 194
Smith, 1964, The influence of methemoglobinemia on the lethality of some toxic anions: II. Sulfide, Toxicol. Appl. Pharmacol., 6, 584, 10.1016/0041-008X(64)90090-0
Park, 1984, Sulfhemoglobinemia. Clinical and molecular aspects, N. Engl. J. Med., 310, 1579, 10.1056/NEJM198406143102407
Roman-Morales, 2010, Structural determinants for the formation of sulfhemeprotein complexes, Biochem. Biophys. Res. Commun., 400, 489, 10.1016/j.bbrc.2010.08.068
Nicholls, 1961, The formation and properties of sulphmyoglobin and sulphcatalase, Biochem. J., 81, 374, 10.1042/bj0810374
Nakamura, 1984, Reactions of ferryl lactoperoxidase (compound II) with sulfide and sulfhydryl compounds, J. Biol. Chem., 259, 7080, 10.1016/S0021-9258(17)39840-X
Beinert, 1960, Studies on succinic and DPNH dehydrogenase preparations by paramagnetic resonance (EPR) spectroscopy, Biochem. Biophys. Res. Commun., 3, 41, 10.1016/0006-291X(60)90100-5
Xu, 2011, Iron–sulfur clusters: biogenesis, molecular mechanisms, and their functional significance, Antioxid. Redox. Signal., 15, 271, 10.1089/ars.2010.3259
Crack, 2012, Iron–sulfur cluster sensor-regulators, Curr. Opin. Chem. Biol., 16, 35, 10.1016/j.cbpa.2012.02.009
Qi, 2011, Structural, Mechanistic and Coordination Chemistry of Relevance to the Biosynthesis of Iron-Sulfur and Related Iron Cofactors, Coord. Chem. Rev., 255, 688, 10.1016/j.ccr.2010.10.016
Meguro, 2007, Nonheme-iron histochemistry for light and electron microscopy: a historical, theoretical and technical review, Arch. Histol. Cytol., 70, 1, 10.1679/aohc.70.1
Shatalin, 2011, H2S: a universal defense against antibiotics in bacteria, Science, 334, 986, 10.1126/science.1209855
Broniowska, 2012, The chemical biology of S-nitrosothiols, Antioxid. Redox. Signal., 17, 969, 10.1089/ars.2012.4590
Isbell, 2008, SNO-hemoglobin is not essential for red blood cell-dependent hypoxic vasodilation, Nat. Med., 14, 773, 10.1038/nm1771
Lancaster, 2008, Protein cysteine thiol nitrosation: maker or marker of reactive nitrogen species-induced nonerythroid cellular signaling?, Nitric Oxide, 19, 68, 10.1016/j.niox.2008.04.028
Anand, 2012, Enzymatic mechanisms regulating protein S-nitrosylation: implications in health and disease, J. Mol. Med. (Berl), 90, 233, 10.1007/s00109-012-0878-z
Foster, 2009, Protein S-nitrosylation in health and disease: a current perspective, Trends Mol. Med., 15, 391, 10.1016/j.molmed.2009.06.007
Finkel, 2012, From sulfenylation to sulfhydration: what a thiolate needs to tolerate, Sci. Signal., 5, e10, 10.1126/scisignal.2002943
Krishnan, 2011, H2S-Induced sulfhydration of the phosphatase PTP1B and its role in the endoplasmic reticulum stress response, Sci. Signal., 4, ra86, 10.1126/scisignal.2002329
Sen, 2012, Hydrogen sulfide-linked sulfhydration of NF-kappaB mediates its antiapoptotic actions, Mol. Cell, 45, 13, 10.1016/j.molcel.2011.10.021
Yang, 2013, Hydrogen sulfide protects against cellular senescence via S-sulfhydration of Keap1 and activation of Nrf2, Antioxid. Redox. Signal., 18, 1906, 10.1089/ars.2012.4645
Warenycia, 1990, Dithiothreitol liberates non-acid labile sulfide from brain tissue of H2S-poisoned animals, Arch. Toxicol., 64, 650, 10.1007/BF01974693
Viscomi, 2010, Combined treatment with oral metronidazole and N-acetylcysteine is effective in ethylmalonic encephalopathy, Nat. Med., 16, 869, 10.1038/nm.2188
Chatterji, 2005, Generation of reactive oxygen species by a persulfide (BnSSH), Bioorg. Med. Chem. Lett., 15, 3921, 10.1016/j.bmcl.2005.05.110
Feher, 1975
Roy, 1970
Rao, 1959, Reaction of cystine with sodium sulfide in sodium hydroxide solution, J. Org. Chem., 24, 749, 10.1021/jo01088a005
Liu, 1987, Kinetic study of the reaction between cystine and suldide in alkaline solutions, Can. J. Chem., 65, 770, 10.1139/v87-131
Villarejo, 1963, Mechanism of rhodanese catalysis of thiosulfate-lipoate oxidation-reduction, J. Biol. Chem., 238, 4016, 10.1016/S0021-9258(18)51822-6
Schneider, 1969, Metabolic interrelations of sulfur in proteins, thiosulfate, and cystine, J. Biol. Chem., 244, 5735, 10.1016/S0021-9258(18)63621-X
Cavallini, 1970, Interaction of proteins with sulfide, Eur. J. Biochem., 14, 169, 10.1111/j.1432-1033.1970.tb00275.x
Jiang, 2010, Molecular mechanism for H2S-induced activation of KATP channels, Antioxid. Redox. Signal., 12, 1167, 10.1089/ars.2009.2894
Benavides, 2007, Hydrogen sulfide mediates the vasoactivity of garlic, Proc. Natl. Acad. Sci. U.S.A., 104, 17977, 10.1073/pnas.0705710104
Mikami, 2011, Thioredoxin and dihydrolipoic acid are required for 3-mercaptopyruvate sulfurtransferase to produce hydrogen sulfide, Biochem. J., 439, 479, 10.1042/BJ20110841
Ishigami, 2009, A source of hydrogen sulfide and a mechanism of its release in the brain, Antioxid. Redox. Signal., 11, 205, 10.1089/ars.2008.2132
Ogasawara, 1993, Determination of bound sulfur in serum by gas dialysis/high-performance liquid chromatography, Anal. Biochem., 215, 73, 10.1006/abio.1993.1556
Ogasawara, 1994, Tissue and subcellular distribution of bound and acid-labile sulfur, and the enzymic capacity for sulfide production in the rat, Biol. Pharm. Bull., 17, 1535, 10.1248/bpb.17.1535
Shibuya, 2009, 3-Mercaptopyruvate sulfurtransferase produces hydrogen sulfide and bound sulfane sulfur in the brain, Antioxid. Redox. Signal., 11, 703, 10.1089/ars.2008.2253
Tanabe, 2008, Development of assay methods for endogenous inorganic sulfur compounds and sulfurtransferases and evaluation of the physiological functions of bound sulfur, Yakugaku Zasshi, 128, 881, 10.1248/yakushi.128.881
Togawa, 1992, High performance liquid chromatographic determination of bound sulfide and sulfite and thiosulfate at their low levels in human serum by pre-column fluorescence derivatization with monobromobimane, Chem. Pharm. Bull. (Tokyo), 40, 3000, 10.1248/cpb.40.3000
Bohak, 1964, N-epsilon-(dl-2-amino-2-carboxyethyl)-l-lysine, a new amino acid formed on alkaline treatment of proteins, J. Biol. Chem., 239, 2878, 10.1016/S0021-9258(18)93828-7
Danehy, 1966
Gawron, 1967, Kinetic studies on the alkaline decomposition of cystine derivatives and peptides, J. Am. Chem. Soc., 89, 3263, 10.1021/ja00989a029
Swan, 1957, Mechanism of alkaline degradation of cystine residues in proteins, Nature, 179, 965, 10.1038/179965a0
Tarbell, 1951, Cleavage of the carbon–sulfur bond in divalent sulfur compounds, Chem. Rev., 49, 1, 10.1021/cr60152a001
Cavallini, 1960, Cleavage of cystine by a pyridoxal model, Arch. Biochem. Biophys., 87, 281, 10.1016/0003-9861(60)90173-9
Cavallini, 1960, The cleavage of cystine by cystathionase and the transulfuration of hypotaurine, Enzymologia., 22, 161
Cavallini, 1962, The mechanism of desulphhydration of cysteine, Enzymologia., 24, 253
Flavin, 1962, Microbial transsulfuration: the mechanism of an enzymatic disulfide elimination reaction, J. Biol. Chem., 237, 768, 10.1016/S0021-9258(18)60371-0
Hargrove, 1987, A cystine-dependent inactivator of tyrosine aminotransferase co-purifies with gamma-cystathionase (cystine desulfurase), J. Biol. Chem., 262, 7351, 10.1016/S0021-9258(18)48243-9
Inoue, 1979, On the nature of the activating enzyme of the inactive form of delta-aminolevulinate synthetase in Rhodopseudomonas spheroides, J. Biochem., 86, 477, 10.1093/oxfordjournals.jbchem.a132547
Ogasawara, 1997, Modification of liver cytosol enzyme activities promoted in vitro by reduced sulfur species generated from cystine with gamma-cystathionase, Biochim. Biophys. Acta, 1334, 33, 10.1016/S0304-4165(96)00072-4
Yamanishi, 1981, The mechanism of the l-cystine cleavage reaction catalyzed by rat liver gamma-cystathionase, J. Biochem., 89, 1913, 10.1093/oxfordjournals.jbchem.a133393
Yamanishi, 1983, Mechanism of the activation of delta-aminolevulinate synthetase in Rhodopseudomonas spheroides by rat liver mitochondrial fraction, J. Biochem., 94, 181, 10.1093/oxfordjournals.jbchem.a134328
Hargrove, 1988, Persulfide generated from l-cysteine inactivates tyrosine aminotransferase. Requirement for a protein with cysteine oxidase activity and gamma-cystathionase, J. Biol. Chem., 263, 17262, 10.1016/S0021-9258(19)77830-2
Pinto, 2006, Redox-sensitive proteins are potential targets of garlic-derived mercaptocysteine derivatives, J. Nutr., 136, 835S, 10.1093/jn/136.3.835S
Cooper, 2005, Aminotransferase, L-amino acid oxidase and beta-lyase reactions involving l-cysteine S-conjugates found in allium extracts. Relevance to biological activity?, Biochem. Pharmacol., 69, 209, 10.1016/j.bcp.2004.08.034
Buckberry, 1998, Cysteine conjugate beta-lyase activity of amino acid decarboxylases, Biochem. Soc. Trans., 26, S269, 10.1042/bst026s269
Cooper, 2006, Cysteine S-conjugate beta-lyases, Amino Acids, 30, 1, 10.1007/s00726-005-0243-4
Kutney, 1982, Compounds containing the SS bond, Chem. Rev., 82, 333, 10.1021/cr00050a001
Hylin, 1959, Enzymatic formation of polysulfides from mercaptopyruvate, J. Biol. Chem., 234, 2141, 10.1016/S0021-9258(18)69881-3
Fletcher, 1963, The occurrence of bis-(2-amino-2-carboxyethyl) trisulphide in hydrolysates of wool and other proteins, Biochem. J., 87, 553, 10.1042/bj0870553
Rohwerder, 2003, The sulfane sulfur of persulfides is the actual substrate of the sulfur-oxidizing enzymes from Acidithiobacillus and Acidiphilium spp., Microbiology, 149, 1699, 10.1099/mic.0.26212-0
Suzuki, 1965, Incorporation of atmospheric oxygen-18 into thiosulfate by the sulfur-oxidizing enzyme of Thiobacillus thiooxidans, Biochim. Biophys. Acta, 110, 97, 10.1016/S0926-6593(65)80098-4
Suzuki, 1965, Oxidation of elemental sulfur by an enzyme system of Thiobacillus thiooxidans, Biochim. Biophys. Acta, 104, 359, 10.1016/0304-4165(65)90341-7
Nagahara, 2006, The mercaptopyruvate pathway in cysteine catabolism: a physiologic role and related disease of the multifunctional 3-mercaptopyruvate sulfurtransferase, Curr. Med. Chem., 13, 1219, 10.2174/092986706776360914
Sorbo, 1957, Enzymic transfer of sulfur from mercaptopyruvate to sulfate or sulfinates, Biochim. Biophys. Acta, 24, 324, 10.1016/0006-3002(57)90201-9
Jarabak, 1978, Steady-state kinetics of 3-mercaptopyruvate sulfurtransferase from bovine kidney, Arch. Biochem. Biophys., 185, 458, 10.1016/0003-9861(78)90189-3
Meister, 1954, Enzymatic desulfuration of beta-mercaptopyruvate to pyruvate, J. Biol. Chem., 206, 561, 10.1016/S0021-9258(19)50824-9
Westrop, 2009, The mercaptopyruvate sulfurtransferase of Trichomonas vaginalis links cysteine catabolism to the production of thioredoxin persulfide, J. Biol. Chem., 284, 33485, 10.1074/jbc.M109.054320
Steudel, 2002, The chemistry of organic polysulfanes R–Sn–R (n>2), Chem. Rev., 102, 3905, 10.1021/cr010127m
Munro, 2000, Reactivity of sulfur nucleophiles towards S-nitrosothiols, J. Chem. Soc. Perkin Trans., 2, 1794, 10.1039/b004415f
Seel, 1985, Z. Naturforsch. Teil B, 40, 1607, 10.1515/znb-1985-1203
Seel, 1988, Über die umsetzung von sulfiden mit stickstoffmonoxid in wäßrigen lösungen, Z. Anorg. Allg. Chem., 558, 189, 10.1002/zaac.19885580118
Tchir, 1975, The infrared spectrum and force field of matrix isolated cis-thionylimide (HNSO), Can. J. Chem., 53, 2311, 10.1139/v75-324
Tchir, 1975, The photolysis of matrix isolated cis-thionylimide. 1. The identification and infrared spectra of cis-HOSN, HSNO, and SNO, Can. J. Chem., 53, 2318, 10.1139/v75-325
Tchir, 1975, The photolysis of matrix isolated cis-thionylimide. 2. The identification and infrared spectra of trans-HNSO and NSO, Can. J. Chem., 53, 2331, 10.1139/v75-326
Q.K. Timerghazin, A.M. English, G.H. Peslherbe, On the multireference character of S-nitrosothiols: a theoretical study of HSNO, Chem. Phys. Lett. 454 (8 A.D.) 24–29.
Timerghazin, 2008, Structure and stability of HSNO, the simplest S-nitrosothiol, Phys. Chem. Chem. Phys., 10, 1532, 10.1039/b715025c
Ondrias, 2008, H2S and HS− donor NaHS releases nitric oxide from nitrosothiols, metal nitrosyl complex, brain homogenate and murine L1210 leukaemia cells, Pflugers Arch., 457, 271, 10.1007/s00424-008-0519-0
Teng, 2008, Novel method for measuring S-nitrosothiols using hydrogen sulfide, Methods Enzymol., 441, 161, 10.1016/S0076-6879(08)01209-3
Tomaskova, 2009, Lipids modulate H2S/HS− induced NO release from S-nitrosoglutathione, Biochem. Biophys. Res. Commun., 390, 1241, 10.1016/j.bbrc.2009.10.128
Gutmann, 1915, Über die einwirkung von alkalisulfid auf natrium-äthylthiosulfat, Ber. Dtsch. Chem. Ges., 48, 1162, 10.1002/cber.191504801164
Sörbo, 1958, On the metabolism of thiosulfate esters, Acta Chem. Scand., 12, 1990, 10.3891/acta.chem.scand.12-1990
Sörbo, 1956, On the reaction between cystinedisulfoxide and hydrogen sulfide, Biochim. Biophys. Acta, 22, 570, 10.1016/0006-3002(56)90070-1
Doeller, 2005, Polarographic measurement of hydrogen sulfide production and consumption by mammalian tissues, Anal. Biochem., 341, 40, 10.1016/j.ab.2005.03.024
Kraus, 2004, Sulfide consumption by mussel gill mitochondria is not strictly tied to oxygen reduction: measurements using a novel polarographic sulfide sensor, J. Exp. Biol., 207, 3667, 10.1242/jeb.01212
Whiteman, 2011, Emerging role of hydrogen sulfide in health and disease: critical appraisal of biomarkers and pharmacological tools, Clin. Sci. (Lond), 121, 459, 10.1042/CS20110267
Jurkowska, 2008, N-acetyl-l-cysteine as a source of sulfane sulfur in astrocytoma and astrocyte cultures: correlations with cell proliferation, Amino Acids, 34, 231, 10.1007/s00726-007-0471-2
Kimura, 2012, Metabolic turnover of hydrogen sulfide, Front Physiol., 3, 101, 10.3389/fphys.2012.00101
Shibuya, 2013, A novel pathway for the production of hydrogen sulfide from d-cysteine in mammalian cells, Nat. Commun., 4, 1366, 10.1038/ncomms2371
Chen, 2013, New fluorescent probes for sulfane sulfurs and the application in bioimaging, Chem. Sci., 4, 2892, 10.1039/c3sc50754h
Linden, 2010, Endogenous production of H2S in the gastrointestinal tract: still in search of a physiologic function, Antioxid. Redox. Signal., 12, 1135, 10.1089/ars.2009.2885
Olson, 2009, Is hydrogen sulfide a circulating “gasotransmitter” in vertebrate blood?, Biochim. Biophys. Acta, 1787, 856, 10.1016/j.bbabio.2009.03.019
Olson, 2011, The therapeutic potential of hydrogen sulfide: separating hype from hope, Am. J. Physiol. Regul. Integr. Comp. Physiol., 301, R297, 10.1152/ajpregu.00045.2011
Olson, 2013, Hydrogen sulfide: both feet on the gas and none on the brake?, Front. Physiol., 4, 2, 10.3389/fphys.2013.00002