Novel fluorescent probes based on NBD-substituted imidazole amino to sequentially detect H2S and Zn2+
Tài liệu tham khảo
Ikeda, 2006, Bile acids-selective chemosensors based on NBD-amine-modified cyclodextrins, J Inclusion Phenom Macrocycl Chem, 56, 101, 10.1007/s10847-006-9069-2
Li, 2014, Hydrogen sulfide alleviates postharvest senescence of broccoli by modulating antioxidant defense and senescence-related gene expression, J Agric Food Chem, 62, 1119, 10.1021/jf4047122
Iulietto, 2015, Meat spoilage: a critical review of a neglected alteration due to ropy slime producing bacteria, Ital J Anim Sci, 14, 4011, 10.4081/ijas.2015.4011
Xiao, 2021, A color turn-on fluorescent probe for real-time detection of hydrogen sulfide and identification of food spoilage, Chem Commun, 57, 5012, 10.1039/D1CC01369F
Kimura, 2011, Hydrogen sulfide: its production, release and functions, Amino acids, 41, 113, 10.1007/s00726-010-0510-x
Elrod, 2007, Hydrogen sulfide attenuates myocardial ischemia-reperfusion injury by preservation of mitochondrial function, Proc Natl Acad Sci USA, 104, 15560, 10.1073/pnas.0705891104
Nishida, 2012, Hydrogen sulfide anion regulates redox signaling via electrophile sulfhydration, Nat Chem Biol, 8, 714, 10.1038/nchembio.1018
Lou, 2015, Selenium as a versatile center in fluorescence probe for the redox cycle between HClO oxidative stress and H2S repair, Methods Mol Biol, 1208, 97, 10.1007/978-1-4939-1441-8_8
Wang, 2017, A reaction-based and highly selective fluorescent probe for hydrogen sulfide, Dyes Pigments, 139, 482, 10.1016/j.dyepig.2016.12.051
Chan, 2012, Reaction-based small-molecule fluorescent probes for chemoselective bioimaging, Nat Chem, 4, 973, 10.1038/nchem.1500
Zhang, 2014, A new fluorescent probe for gasotransmitter H2S: high sensitivity, excellent selectivity, and a significant fluorescence off-on response, Chem Commun, 50, 4214, 10.1039/C3CC49605H
Li, 2013, An ICT-based fluorescent switch-on probe for hydrogen sulfide in living cells, Chem Commun, 49, 8656, 10.1039/c3cc44539a
Qu, 2013, A red fluorescent turn-on probe for hydrogen sulfide and its application in living cells, Chem Commun, 49, 7510, 10.1039/c3cc44128h
Liu, 2013, A lysosome-targetable fluorescent probe for imaging hydrogen sulfide in living cells, Org Lett, 15, 2310, 10.1021/ol400973v
Gupta, 2015, A bodipy based dual functional probe for the detection of hydrogen sulfide and H2S induced apoptosis in cellular systems, Chem Commun, 51, 10875, 10.1039/C5CC02984H
Yuan, 2014, Reaction-based fluorescent probe for hydrogen sulfide with large signal-to-noise ratio in living cells and tissues, Sensor Actuator B Chem, 196, 151, 10.1016/j.snb.2014.01.118
Guminski, 2009, Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system, Bioorg Med Chem Lett, 19, 2474, 10.1016/j.bmcl.2009.03.052
Wang, 2016, Fast-response turn-on fluorescent probes based on thiolysis of NBD amine for H2S bioimaging, Chembiochem, 17, 962, 10.1002/cbic.201600060
Wei, 2013, A FRET-based fluorescent probe for imaging H2S in living cells, Tetrahedron Lett, 54, 6937, 10.1016/j.tetlet.2013.10.049
Zhong, 2020, Dual-functional multi-application probe: rapid detection of H2S and colorimetric recognition of HSO3− in food and cell, Dyes Pigments, 182, 10.1016/j.dyepig.2020.108656
Würthner, 2020, Aggregation‐induced emission (AIE): a historical perspective, Angew Chem, Int Ed, 59, 14192, 10.1002/anie.202007525
Xu, 2019, A PET-based turn-on fluorescent probe for sensitive detection of thiols and H 2 S and its bioimaging application in living cells, tissues and zebrafish, New J Chem, 43, 2865, 10.1039/C8NJ04926B
Chen, 2013, A ratiometric fluorescent probe for rapid detection of hydrogen sulfide in mitochondria, Angew Chem, Int Ed, 52, 1688, 10.1002/anie.201207701
Cheng, 2015, Comprehensive studies on excited-state proton transfer of a series of 2-(2′-hydroxyphenyl) benzothiazole derivatives: synthesis, optical properties, and theoretical calculations, J Phys Chem C, 119, 4242, 10.1021/jp511578v
Dong, 2014, An “off–on–off” fluorescent probe for the sequential detection of Zn2+ and hydrogen sulfide in aqueous solution, New J Chem, 38, 1802, 10.1039/C3NJ01487H
Yi, 2022, Triphenylethylene benzimidazole derivatives with aggregation-induced emission (AIE) characteristics: an effect of the aryl linker and application in cell imaging, J Photochem Photobiol, A, 425, 10.1016/j.jphotochem.2021.113661
Pan, 2021, A H2O-induced fluorescence turn-on diarylethene derivative and its fluorescent sensing Al3+, Microchem J, 163, 10.1016/j.microc.2020.105887
Liu, 2021, Pyromellitic diimide-based luminophors: tunable aggregation-induced emission (AIE) and reversible mechanofluorochromism characteristics, J Photochem Photobiol, A, 417, 10.1016/j.jphotochem.2021.113344
Swathi, 2018, Aggregation induced emission properties of new cyanopyridone derivatives, J Mol Liq, 265, 747, 10.1016/j.molliq.2018.07.035
Wu, 2018, Simple and valid strategy for tailoring fluorescence emission of diketopyrrolopyrrole dyes by AIE coupled ESIPT process, Chem Asian J, 13, 950, 10.1002/asia.201800076
Dong, 2009, New carbazole-based fluorophores: synthesis, characterization, and aggregation-induced emission enhancement, J Phys Chem B, 113, 434, 10.1021/jp807510a
Wang, 2021, Aggregation-induced emission enhancement (AIEE)-active tetraphenylethene (TPE)-based chemosensor for CN−, Spectrochim Acta, 245, 10.1016/j.saa.2020.118928
Zhou, 2022, AIEE compounds based on 9, 10-dithienylanthracene-substituted triphenylamine: design, synthesis, and applications in cell imaging, New J Chem, 46, 9534, 10.1039/D2NJ01126C
Yin, 2021, Ligand-triggered platinum (II) metallacycle with mechanochromic and vapochromic responses, Inorg Chem, 60, 9387, 10.1021/acs.inorgchem.1c00233
Wu, 2018, Quinoline containing acetyl hydrazone: an easily accessible switch-on optical chemosensor for Zn2+, Spectrochim Acta, 188, 324, 10.1016/j.saa.2017.07.020
Pan, 2018, Tetraphenylpyrazine-based luminogens with full-colour emission, Mater Chem Front, 2, 1310, 10.1039/C7QM00551B
Liu, 2019, An ESIPT-based fluorescent switch with AIEE, solvatochromism, mechanochromism and photochromism, Mater Chem Front, 3, 620, 10.1039/C8QM00633D
Gupta, 2017, A fluorescent probe with “AIE+ ESIPT” characteristics for Cu2+ and F− ions estimation, Sensor Actuat B-Chem, 246, 653, 10.1016/j.snb.2017.02.080
Jiang, 2020, First fluorescence sensor for simultaneously detecting three kinds of IIB elements (Zn2+, Cd2+ and Hg2+) based on aggregation-induced emission, Sensor Actuat B-Chem, 308, 10.1016/j.snb.2020.127734
Xiang, 2022, A novel naphthalimide-based “turn-on” fluorescent chemosensor for highly selective detection of Zn2+, Tetrahedron, 106
Taki, 2004, Emission ratiometric imaging of intracellular zinc: design of a benzoxazole fluorescent sensor and its application in two-photon microscopy, J Am Chem Soc, 126, 712, 10.1021/ja039073j
Adet, 2021, Towards naked zinc (II) in the condensed phase: a highly lewis acidic ZnII dication stabilized by weakly coordinating carborate anions, Angew Chem, Int Ed, 60, 2084, 10.1002/anie.202012287
Benesi, 1949, A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons, J Am Chem Soc, 71, 2703, 10.1021/ja01176a030
Gale, 2018, Fluorescent and colorimetric sensors for anionic species, Coord Chem Rev, 354, 2, 10.1016/j.ccr.2017.05.003
Sahana, 2012, Highly selective organic fluorescent probe for azide ion: formation of a “molecular ring”, Analyst, 137, 1544, 10.1039/c2an16180j
Kim, 2010, Excited-state intramolecular proton transfer on 2-(2′-hydroxy-4′-R-phenyl)benzothiazole nanoparticles and fluorescence wavelength depending on substituent and temperature, Photochem Photobiol Sci, 9, 722, 10.1039/b9pp00102f
Kungwan, 2012, The effect of hydrogen bonding on the excited-state proton transfer in 2-(2′-hydroxyphenyl)benzothiazole: a TDDFT molecular dynamics study, Phys Chem Chem Phys, 14, 9016, 10.1039/c2cp23905a
Ikegami, 2002, Photoinduced intramolecular hydrogen atom transfer in 2-(2-hydroxyphenyl)benzoxazole and 2-(2-hydroxyphenyl)benzothiazole studied by laser flash photolysis, J Chem Soc, Perkin Trans, 7, 1296, 10.1039/b202559k
Ma, 2021, Developing a styrylpyridinium-based fluorescent probe with excellent sensitivity for visualizing basal H2S levels in mitochondria, Sensor Actuat B-Chem, 327, 10.1016/j.snb.2020.128937
Zhong, 2021, Mitochondria-targeted red-emission fluorescent probe for ultrafast detection of H2S in food and its bioimaging application, J Agric Food Chem, 69, 4628, 10.1021/acs.jafc.1c00862
Zhang, 2022, A lipid droplet-targetable and biothiol-sensitive fluorescent probe for the diagnosis of cancer cells/tissues, Analyst, 14, 1695, 10.1039/D2AN00030J
Li, 2022, Novel 2-benzo [d] thiazolyl-4-quinolinylphenol skeleton-based turn-on fluorescent probe for H2S detection and its multiple applications in water environment, foodstuffs, and living organisms, J Agric Food Chem
Zhang, 2019, Endoplasmic reticulum targeted fluorescent probe for the detection of hydrogen sulfide based on a twist-blockage strategy, Org Biomol Chem, 17, 8778, 10.1039/C9OB01750J
Chen, 2022, An NBD tertiary amine is a fluorescent quencher and/or a weak green-light fluorophore in H2S-specific probes, Org Biomol Chem
Zhang, 2016, A redox-nucleophilic dual-reactable probe for highly selective and sensitive detection of H2S: synthesis, spectra and bioimaging, Sci Rep-uk, 6, 1
Wang, 2016, Fast‐response turn‐on fluorescent probes based on thiolysis of NBD amine for H2S bioimaging, Chembiochem, 17, 962, 10.1002/cbic.201600060
Ismail, 2020, Highly efficient H2S scavengers via thiolysis of positively-charged NBD amines, Chem Sci, 11, 7823, 10.1039/D0SC01518K
Barbatti, 2009, Ultrafast internal conversion pathway and mechanism in 2-(2′-hydroxyphenyl)benzothiazole: a case study for excited-state intramolecular proton transfer systems, Phys Chem Chem Phys, 11, 1406, 10.1039/b814255f
Long, 2019, Construction of a novel fluorescent probe for on-site measuring hydrogen sulfide levels in food samples, Food Anal Methods, 12, 852, 10.1007/s12161-018-01421-3
Xu, 2015, An ESIPT-based highly selective and sensitive probe for the detection of hydrogen sulfide, Tetrahedron Lett, 56, 4007, 10.1016/j.tetlet.2015.04.113
Sanchez, 2015, Two fluorescent Schiff base sensors for Zn2+: the Zn2+/Cu2+ ion interference, Analyst, 140, 6031, 10.1039/C5AN00789E
Montoya, 2013, Development of selective colorimetric probes for hydrogen sulfide based on nucleophilic aromatic substitution, J Org Chem, 78, 6550, 10.1021/jo4008095
Ni, 2018, Near-infrared afterglow luminescent aggregation-induced emission dots with ultrahigh tumor-to-liver signal ratio for promoted image-guided cancer surgery, Nano Lett, 19, 318, 10.1021/acs.nanolett.8b03936
Ghosh, 2018, ACS Omega, 3, 4262, 10.1021/acsomega.8b00266
Dong, 2017, A reversible “turn-on” fluorescent sensor for selective detection of Zn2+, Sens Actuators, B, 238, 723, 10.1016/j.snb.2016.07.047
Hwang, 2017, Single fluorescent chemosensor for multiple targets: sequential detection of Al3+ and pyrophosphate and selective detection of F− in near-perfect aqueous solution, New J Chem, 41, 15590, 10.1039/C7NJ03575F
Ta, 2019, A unique benzimidazole-naphthalene hybrid molecule for independent detection of Zn2+ and N3− ions: experimental and theoretical investigations, Spectrochim Acta, 209, 170, 10.1016/j.saa.2018.10.006
Wang, 2022, Reversible AIE-active fluorescent probe with a large emission peak shift for ratiometric detection of food freshness indicator H2S, Food Chem, 386, 10.1016/j.foodchem.2022.132768