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Sulfhydryl Reagents

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Definition: Chemical agents that react with SH groups. This is a chemically diverse group that is used for a variety of purposes. Among these are enzyme inhibition, enzyme reactivation or protection, and labelling.  do not confuse with SULFHYDRYL COMPOUNDS   
See Also Enzyme Inhibitors
Other names Thiol Reagents; Sulfhydryl Compound Inhibitors; Sulfhydryl Compound Antagonists; SH-Reagents; SH Reagents; Reagents, Thiol; Reagents, Sulfhydryl; Inhibitors, Sulfhydryl Compounds; Inhibitors, Sulfhydryl Compound; Compound Inhibitors, Sulfhydryl; Compound Antagonists, Sulfhydryl; Antagonists, Sulfhydryl Compounds; Antagonists, Sulfhydryl Compound; Sulfhydryl Compounds Inhibitors; Sulfhydryl Compounds Antagonists
Substances having this pharmacologic action: p-Chloromercuribenzoic Acid; Diamide; Chloromercuribenzoates; Chloromercurinitrophenols; 4-Chloromercuribenzenesulfonate; Arsenicals; Showdomycin; Mercuribenzoates; Dithioerythritol; Dithionitrobenzoic Acid; Hydroxymercuribenzoates; Ethylmaleimide; Cystamine; (2-sulfonatoethyl)methanethiosulfonate; (2-(trimethylammonium)ethyl)methanethiosulfonate
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
2-((methylsulfonyl)thio)ethyl (N-(N,N-dimethylamino)ethyl)carbamate  187592-54-7   *Carbamates *Sulfones Sulfhydryl Reagents. Biochemistry 1997 Feb 11;36(6):1343-8
2-nitro-1-(4,5-dimethoxy-2-nitrophenyl)ethene  0   *Nitrobenzenes beta-Galactosidase/antagonists & inhibitors Sulfhydryl Reagents. Biochim Biophys Acta 1996 Apr 16;1293(2):238-42
4-acetamido-4'-((iodoacetyl)amino)stilbene-2,2'-disulfonate  0   *Stilbenes Sulfhydryl Reagents. FEBS Lett 1994 Dec 12;356(1):66-71
4-(N,N-dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole  150993-62-7   *Oxadiazoles *Pyrrolidines Sulfhydryl Reagents. Biomed Chromatogr 1994 Mar-Apr;8(2):85-9
n-octyl-5-dithio-2-nitrobenzoic acid  146019-29-6   *Disulfides *Nitrobenzoates Sulfhydryl Reagents. Anal Biochem 1993 Feb 1;208(2):357-62
4-bromomethyl-3-nitrobenzoic acid  55715-03-2   *Nitrobenzoates Sulfhydryl Reagents. Biochem Int 1992 Apr;26(5):943-51
8-thiocyano-adenosine triphosphate  139041-17-1   Adenosine Triphosphate/*analogs & derivatives Sulfhydryl Reagents. Biochemistry 1992 Feb 25;31(7):2107-13
3-(2-pyridyldithio)propionylarginylmonoiodotyrosine  138191-81-8   *Dipeptides Sulfhydryl Reagents. Anal Biochem 1991 Oct;198(1):165-73
3-maleimidopropionylarginylmonoiodotyrosine  138191-82-9   *Dipeptides Sulfhydryl Reagents. Anal Biochem 1991 Oct;198(1):165-73
4,4'-dimethoxytrityloxy-S-(2-thio-5-nitropyridyl)-2-mercaptoethane  131384-76-4   *Pyridines *Trityl Compounds Sulfhydryl Reagents. Anal Biochem 1990;189(2):173
S-(bismaleimidoethyl ether)cysteine  124505-88-0   *Maleimides Cysteine/*analogs & derivatives Sulfhydryl Reagents. Biochem J 1989;263(3):875
4-(N,N-dimethylaminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole  98358-90-8 4-Benzofurazansulfonamide, 7-fluoro-N,N-dimethyl  *Oxazoles *Sulfonamides Sulfhydryl Reagents. Analyst 1989;114(4):413
1-(4-chlorophenyl)-4,4-dimethyl-5-diethylamino-1-penten-3-one  121229-92-3   *Chlorobenzenes *Ketones Mannich Bases Sulfhydryl Reagents. Anal Biochem 1989;177(2):237
3-bromopyruvamide  35293-21-1   *Pyruvates Sulfhydryl Reagents. Biomed Biochim Acta 1988;47(1):9
pyridyldithioethylamine  83578-21-6   *Disulfides *Pyridines Sulfhydryl Reagents. Biochemistry 1988;27(3):848
phenyldichloroarsine  696-28-6   *Arsenicals Sulfhydryl Reagents. Arch Biochem Biophys 1987;257(2):293
4-(hydroxybutyl)dichloroarsine  28440-95-1   *Arsenicals Sulfhydryl Reagents. Biochemistry 1987;26(3):863
benzophenone-4-iodoacetamide  76809-63-7   *Benzophenones Sulfhydryl Reagents. Proc Natl Acad Sci USA 1986;83(17):6392
(2-nitroaniline-N-ethyldithio)-2-(pyridyl-5-thioureido-N'-(5-fluorescein))  101613-93-8   *Fluoresceins Thiourea/*analogs & derivatives Sulfhydryl Reagents. Anal Biochem 1986;153(2):336
4,4'-diaminodiphenyldisulfide  722-27-0   *Aniline Compounds Sulfhydryl Reagents. Biochim Biophys Acta 1985;830(1):71
glutathione maleimide  137593-43-2   *Maleimides Sulfhydryl Reagents. J Biol Chem 1985;260(1):462
glutathione hexane maleimide  0   *Maleimides Sulfhydryl Reagents. Eur J Biochem 1983;135(1):41
N-(4-(2-benzoxazolyl)phenyl)maleimide  16707-41-8   *Maleimides Sulfhydryl Reagents. J Chromatogr 1983;275(1):89
7-fluorobenzo-2-oxa-1,3-diazole-4-sulfonate  84806-27-9 4-Benzofurazansulfonic acid, 7-fluoro-, ammonium salt  *Fluorobenzenes Sulfhydryl Reagents.
Pharma Action Fluorescent Dyes
Anal Biochem 1983;128(2):471
warburganal  62994-47-2   *Sesquiterpenes Allergens Sulfhydryl Reagents. Arch Dermatol Res 1982;274(3-4):277
methyl 2-pyridyl disulfide  63434-91-3 Pyridine, 2-(methyldithio)  *Pyridines Sulfhydryl Reagents. Anal Biochem 1982;122(2):274
3-nitro-2-pyridyl disulfide  82650-28-0 Pyridine, 2-(methyldithio)-3-nitro  *Pyridines Sulfhydryl Reagents. Anal Biochem 1982;122(2):274
tetramethylrhodamine iodoacetamide  81235-33-8 Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(dimethylamino)-, mono((iodoacetyl)amino) deriv., chloride  *Rhodamines Sulfhydryl Reagents.
Pharma Action Fluorescent Dyes
Arch Biochem Biophys 1982;216(1):133
4-nitrobenzyl selenosulfuric acid  82571-50-4 Selenosulfuric acid, Se-((4-nitrophenyl)methyl) ester  *Nitrobenzenes *Organoselenium Compounds Sulfhydryl Reagents. Biochem J 1982;201(2):305
benzylselenium sulfuric acid  82571-51-5 Selenosulfuric acid, Se-(phenylmethyl) ester  *Organoselenium Compounds Sulfhydryl Reagents. Biochem J 1982;201(2):305
4-chloro-7-sulfobenzofurazan  81377-14-2 4-Benzofurazansulfonic acid, 7-chloro-, ammonium salt  *Benzoxazoles Sulfhydryl Reagents. Arch Biochem Biophys 1982;214(1):386
N-(2,2,2-trifluoroethoxycarbonyl)imidazole  81265-32-9 1H-Imidazole-1-carboxylic acid, 2,2,2-trifluoroethyl ester  *Imidazoles Sulfhydryl Reagents. Biochim Biophys Acta 1982;701(2):153
6,6'-diselenobis-(3-nitrobenzoic acid)  80180-68-3 Benzoic acid, 2,2'-diselenobis(5-nitro)  Dithionitrobenzoic Acid/*analogs & derivatives Sulfhydryl Reagents. Anal Biochem 1981;117(1):94
4-aminophenylarsenoxide  1122-90-3   *Arsenicals Sulfhydryl Reagents. Eur J Biochem 1981;118(3):541
mercury orange  3076-91-3   *Phenylmercury Compounds Sulfhydryl Reagents. Pol J Pharmacol 1980;32(4):557; Verh Anat Ges 69;249;1975
monobromobimane  71418-44-5 1H,7H-pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl  *Bicyclo Compounds Sulfhydryl Reagents.
Pharma Action Fluorescent Dyes
Histochemistry 1980;68(3):309
N-(beta-iodoethyl)trifluoroacetamide  0   Trifluoroacetic Acid/*analogs & derivatives Sulfhydryl Reagents. Anal Biochem 1980;106(1):43
2-chloromercuri-4-nitrophenol  24579-90-6   *Chloromercurinitrophenols Sulfhydryl Reagents. J Biol Chem 1980;255(15):7296
L589-420  1431-30-7 2,3-dichloro-4-(2-ethylidinebutyryl)phenoxyacetic acid  *Glycolates Sulfhydryl Reagents. Can J Physiol Pharmacol 51(9):642;1973
ethylacetylacrylate  6742-53-6 4-oxo-2-pentenoic acid, ethyl ester  *Acrylates Sulfhydryl Reagents. Biochim Biophys Acta 1980;621(2):338
methoxycarbonyl-coenzyme A disulfide  72205-57-3 Coenzyme A, S-(O-methyl carbono(dithioperoxoate))  *Coenzyme A Sulfhydryl Reagents. J Biol Chem 254(23):11988;1979
N-(methoxypolyethylene glycol)-4-hydroxymercuribenzamide  71861-55-7 Poly(oxy-1,2-ethanediyl), alpha-(2-((4-(hydroxymercurio)benzoyl)amino)ethyl)-omega-methoxy  *Mercuribenzoates *Polyethylene Glycols Sulfhydryl Reagents. Contraception 20(2):159;1979
2-(4'-maleimidylanilino)naphthalene-6-sulfonic acid  71936-81-7 2-Naphthalenesulfonic acid, 6-((4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl)amino)-, monosodium salt  *Anilino Naphthalenesulfonates Sulfhydryl Reagents. J Biol Chem 254(20):10362;1979
tetracyanoaurate(III)  22806-79-7 (SP-4-1)-tetrakis(cyano-C)aurate(1-)  *Cyanides *Gold Compounds Sulfhydryl Reagents. Biochim Biophys Acta 579(1):234;1979
N-(7-dimethylamino-4-methylcoumarinyl)maleimide  55145-14-7   *Maleimides Sulfhydryl Reagents.
Pharma Action Fluorescent Dyes ; Indicators and Reagents
Acta Derm Venereol (Stockh) 58(5):391;1978; Anal Biochem 79(1&2):83;1977; Anal Biochem 90(1):300;1978; Arch Dermatol Res 264(1):77;1979; J Biochem (Tokyo) 1980;87(2):593; J Histochem Cytochem 1979;27(5):942; Jpn J Dermatol 88(2):93;1978
2,2'-dihydroxy-6,6'-dinaphthyldisulfide  6088-51-3 6,6'-dithiobis-2-naphthalenol  *Disulfides Sulfhydryl Reagents. Acta Histochem (Suppl) (Jena) 16:183;1976
sodium arsenite  13768-07-5   *Sodium Compounds *Arsenites Sulfhydryl Reagents.
Pharma Action Enzyme Inhibitors
Biochim Biophys Acta 1980;606(1):170; J Gen Microbiol 108(1):119;1978; Toxicol Appl Pharmacol 1980;52(2):245
CMB-dextran  37307-31-6 Dextran, 2-((4-(chloromercurio)benzoyl)amino)ethyl ether  *Chloromercuribenzoates *Dextrans Sulfhydryl Reagents. Agents Actions 5:236;1975
benzofuroxan  480-96-6 benzofurazan 1-oxide  *Benzoxazoles Sulfhydryl Reagents. Biochem J 161(3):627;1977; Biochem J 167:799;1977; Cancer Res 35(12):3735;1975
2-methyl-N-benzenesulfonyl-N(4)-bromoacetylquinonediimide  62442-86-8 Acetamide, 2-bromo-N-(3-methyl-4-((phenylsulfonyl)imino)-2,5-cyclohexadien-1-ylidene)  *Imides Sulfhydryl Reagents. J Am Chem Soc 99(6):1984;1977
diazenedicarboxylic acid bis(N'-methylpiperazide)  53202-52-1   *Azo Compounds Sulfhydryl Reagents. Brain Res 117(2):277;1976; Eur J Biochem 1979;100(2):393
bromoacetylsulfanilic acid  61389-09-1   *Sulfanilic Acids Sulfhydryl Reagents. FEBS Lett 70(1):76;1976
bromoacetylaminoisophthalic acid  61389-10-4   *Phthalic Acids Sulfhydryl Reagents. FEBS Lett 70(1):76;1976
alpha-bromo-4-hydroxy-3-nitroacetophenone  5029-61-8   *Acetophenones Sulfhydryl Reagents. J Am Chem Soc 98(20):6369;1976
2,4-dimethoxybenzylamine  20781-20-8   *Benzylamines Sulfhydryl Reagents. Eur J Pharmacol 36(1):41;1976
N-(4-carboxy-3-hydroxyphenyl)maleimide  19232-43-0 Benzoic acid, 4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-2-hydroxy  *Maleimides Sulfhydryl Reagents. Biol Reprod 14(5):632;1976; Rec Adv Human Reprod W3 EX89 ICS 370:322;1974
N-acetylimidazole  2466-76-4   *Imidazoles Sulfhydryl Reagents. Biochemistry 17(15):3001;1978; Biochim Biophys Acta 1980;611(2):217; Europ J Pharmacol 36(1):41;1976
2,2'-dithiobis(5-nitropyridine)  2127-10-8   *Pyridines Sulfhydryl Reagents. Biochim Biophys Acta 423(3):590;1976; Biochim Biophys Acta 459(1):20;1977
1,4-(N-2-aminoethyl-2'-pyridyl disulfide)-7-nitrobenzo-2-oxa-1,3-diazole  58210-58-5 4-Benzofurazanamine, 7-nitro-N-(2-(2-pyridinyldithio)ethyl)  *Benzoxazoles Sulfhydryl Reagents. Biochem J 151(2):417;1975; Biochem J 1979;183(2):223
4-aminophenylmercuriacetate  6283-24-5 (acetato-O)(4-aminophenyl)mercury  Phenylmercuric Acetate/*analogs & derivatives Sulfhydryl Reagents. Anal Biochem 68(2):349;1975; Biochim Biophys Acta 483(2):493;1977; FEBS Lett 53(1):23;1975; J Membrane Biol 23(3-4):249;1975; Lancet 2(8033):333;1977
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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