Enzymatic acylation of the polar dipeptide, carnosine: Reaction performances in organic and aqueous media
Tài liệu tham khảo
Babizhayev, 2006, Biological activities of the natural imidazole-containing peptidomimetics N-acetylcarnosine, carcinine and L-carnosine in ophthalmic and skin care products, Life Sci, 78, 2343, 10.1016/j.lfs.2005.09.054
Charnley, 2008, Anti-microbial action of melanocortin peptides and identification of a novel X-Pro-D/l-Val sequence in Gram positive and Gram negative bacteria, Peptides, 29, 1004, 10.1016/j.peptides.2008.02.004
Deng, 2005, Calcitonin gene-related peptide and hypertension, Peptides, 26, 1676, 10.1016/j.peptides.2005.02.002
Egorov, 2005, Diversity of wheat anti-microbial peptides, Peptides, 26, 2064, 10.1016/j.peptides.2005.03.007
Fouad, 2007, The hepatoprotective effect of carnosine against ischemia/reperfusion liver injury in rats, Eur J Pharm, 572, 61, 10.1016/j.ejphar.2007.06.010
Shen, 2007, Neuroprotective effect of carnosine on necrotic cell death in PC12 cells, Neurosci Lett, 414, 145, 10.1016/j.neulet.2006.12.005
Abe, 1995, Chapter 14 histidine-related dipeptides: distribution, metabolism, and physiological function, Biochem Mol Biol Fish, 309, 10.1016/S1873-0140(06)80017-2
Liu, 2008, Beneficial effects of histidine and carnosine on ethanol-induced chronic liver injury, Food Chem Toxicol, 46, 1503, 10.1016/j.fct.2007.12.013
Mehmetcik, 2008, Role of carnosine in preventing thioacetamide-induced liver injury in the rat, Peptides, 29, 425, 10.1016/j.peptides.2007.11.008
Tomonaga, 2008, Carnosine-induced antidepressant-like activity in rats, Pharmacol Biochem Behav, 89, 627, 10.1016/j.pbb.2008.02.021
Boldyrev, 2004, Protection of neuronal cells against reactive oxygen species by carnosine and related compounds, Biochem Mol Biol, 137, 81, 10.1016/j.cbpc.2003.10.008
Klebanov, 1998, Effect of carnosine and its components on free-radical reactions, Biol Membr, 15, 81
Guney, 2006, Carnosine may reduce lung injury caused by radiation therapy, Med Hypotheses, 66, 957, 10.1016/j.mehy.2005.11.023
Badr, 2007, Antioxidative activity of carnosine in gamma irradiated ground beef and beef patties, Food Chem, 104, 665, 10.1016/j.foodchem.2006.12.015
Pegova, 2000, Hydrolysis of carnosine and related compounds by mammalian carnosinases, Biochem Mol Biol, 127, 443, 10.1016/S0305-0491(00)00279-0
Murase, 1993, Antioxidant and emulsifying activity of N-(long-chain-acyl)histidine and N-(long-chain-acyl)carnosine, J Agric Food Chem, 41, 1601, 10.1021/jf00034a014
Lapidot, 1967, Use of esters of N-hydroxysuccinimide in the synthesis of N-acylamino acids, J Lipid Res, 8, 142, 10.1016/S0022-2275(20)38927-6
Yamamoto, 2003, Enhanced transdermal delivery of phenylalanyl-glycine by chemical modification with various fatty acids, Inter J Pharm, 250, 119, 10.1016/S0378-5173(02)00536-7
Veuillez, 1999, Synthesis and characterization of an acylated di-peptide (Myr-Trp-Leu) with modified transmucosal transport properties, Eur J Pharm Biopharm, 48, 21, 10.1016/S0939-6411(99)00025-9
Fernandez-Perez, 2001, Enzymatic synthesis of amide surfactants from ethanolamine, Enzyme Microb Technol, 28, 527, 10.1016/S0141-0229(01)00293-9
Furutani, 1996, acylation of [beta]-amino alcohol by acyl migration following enzyme-catalyzed esterification, Enzyme Microb Technol, 19, 578, 10.1016/S0141-0229(97)82684-1
Husson, 2008, Chemo-selectivity of the N,O-enzymatic acylation in organic media and in ionic liquids, J Mol Catal B: Enzym., 55, 110, 10.1016/j.molcatb.2008.02.004
Zaks, 1985, Enzyme-catalyzed processes in organic solvents, Proc Natl Acad Sci USA, 82, 3192, 10.1073/pnas.82.10.3192
Gardossi, 1991, Selective acylation of peptides catalyzed by lipases in organic solvents, JACS, 113, 6328, 10.1021/ja00016a091
Montet, 1990, Enzymatic synthesis of N-acyllysines, JAOCS, 67, 771, 10.1007/BF02540489
Soo, 2004, Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants, Process Biochem, 39, 1511, 10.1016/S0032-9592(03)00279-6
Valivety, 1997, Chemo-enzymatic synthesis of amino acid-based surfactants, JAOCS, 74, 879, 10.1007/s11746-997-0232-8
Zhang, 2005, Lipase-catalyzed synthesis of O-lauroyl l-serinamide and O-lauroyl l-threoninamide, Food Res Int, 38, 297, 10.1016/j.foodres.2004.05.011
Madeira Lau, 2000, Lipase-catalyzed reactions in ionic liquids, Org Lett, 2, 4189, 10.1021/ol006732d
Husson, 2009, Enzymatic acylation of polar dipeptides: influence of reaction media and molecular environment of functional groups, Process Biochem, 44, 428, 10.1016/j.procbio.2008.12.011
Peters, 1991, The impact of initial particle size on the fragmentation of cellulose by the cellulase of Thermomonospora fusca, Biores Technol, 35, 313, 10.1016/0960-8524(91)90130-C
Yeh, 2010, Effect of particle size on the rate of enzymatic hydrolysis of cellulose, Carbohydr Polym, 79, 192, 10.1016/j.carbpol.2009.07.049
Stoveken, 2008, Bacterial acyltransferases as an alternative for lipase-catalyzed acylation for the production of oleochemicals and fuels, Angew Chem Int Ed, 47, 3688, 10.1002/anie.200705265
Vaysse, 2002, Chain-length selectivity of various lipases during hydrolysis, esterification and alcoholysis in biphasic aqueous medium, Enzyme Microb Technol, 31, 648, 10.1016/S0141-0229(02)00166-7
Brunel, 2004, High-level expression of Candida parapsilosis lipase/acyltransferase in Pichia pastoris, J Biotechnol, 111, 41, 10.1016/j.jbiotec.2004.03.007
Vaysse, 1997, Fatty hydroxamic acid biosynthesis in aqueous medium in the presence of the lipase-acyltransferase from Candida parapsilosis, J Biotechnol, 53, 41, 10.1016/S0168-1656(96)01660-4
Cos, 1998, Structure–activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers, J Nat Prod, 61, 71, 10.1021/np970237h
Sakakibara, 1996, Influence of ultrasound irradiation on hydrolysis of sucrose catalyzed by invertase, Enzyme Microb Technol, 18, 444, 10.1016/0141-0229(95)00128-X
Xiao, 2005, Ultrasound-accelerated enzymatic synthesis of sugar esters in nonaqueous solvents, Carbohydr Res, 340, 2097, 10.1016/j.carres.2005.06.027
Fournand, 1998, Monohydroxamic acid biosynthesis, J Mol Catal B: Enzym, 5, 207, 10.1016/S1381-1177(98)00036-8
Nielsen, 2002, Transport characteristics of L-carnosine and the anticancer derivative 4-toluenesulfonylureido-carnosine in a human epithelial cell line, Pharm Res, 19, 1337, 10.1023/A:1020306926419
Briand, 1995, Substrate specificity of the lipase from Candida parapsilosis, Lipids, 30, 747, 10.1007/BF02537802
Hartman, 1990, Scavenging of singlet molecular oxygen by imidazole compounds: high and sustained activities of carboxy terminal histidine dipeptides and exceptional activity of imidazole-4-acetic acid, Photochem Photobiol, 51, 59, 10.1111/j.1751-1097.1990.tb01684.x
Na, 2003, Monitoring of peptide acylation inside degrading PLGA microspheres by capillary electrophoresis and MALDI-TOF mass spectrometry, J Controll Release, 92, 291, 10.1016/S0168-3659(03)00366-3
Yelamos, 2006, Influence of acylation of a peptide corresponding to the amino-terminal region of endothelial nitric oxide synthase on the interaction with model membranes, Biochemistry, 45, 1263, 10.1021/bi0514865