1.4- Dimercapto-2,3-butanediol

Beilstein Handbook Reference) AI3-62064 BRN 1719757 ( )-2,3-Butanediol, 1.4-dimercapto-, (R, R )- 2,3-Butanediol, 1,4-dimercapto-, (2R,3R)-rel- 2,3-Butanediol, 1,4-dimercapto-, D-threo- 2,3-Butanediol, 1,4-dimercapto-, DL-threo- CCRIS 3617 Cleland reagent (R, R )-(+)-1,4-Dimercapto-2,3-butanediol (R, R )-1,4-Dimercaptobutane-2,3-diol D-threo-1,4-Dimercapto-2,3-butanediol Dithiothreitol 1,4-Dithiothreitol D-1,4-Dithiothreitol rac-Dithiothreitol Dithiotreitol DL-threo-1,4-Dimercapto-2,3-butanediol L-DTT EINECS 222-468-7 EINECS 248-531-9 Sputoiysin Threitol, 1,4-dithio- Threitol, 1,4-dithio-, DL- WR 34678, Reducing agent for proteins and enzymes, used in biochemical research. Crystals mp = 42-43 soluble in H2O, organic solvents. Bio-Rad Labs. Biosynth AG Lancaster Synthesis Co. Sigma-Aldrich Fine Chem. U.S. BioChem. 

CAS 3483-12-3 EINECS/ELINCS 240-263-0 Synonyms 2,3-Butanediol, 1,4-dimercapto-, D-threo Cleland s reagent 1,4-Dithiothreitol 1,4-Dithio-L-threitol D-1,4-Dithiothreitol DTT D-DTT D-Threo-1,4-dimercapto-2,3-butanediol Empirical C4H10O2S2... 

Chemical Properties. The most significant chemical property of L-ascorbic acid is its reversible oxidation to dehydro-L-ascorbic acid. Dehydro-L-ascorbic acid has been prepared by uv irradiation and by oxidation with air and charcoal, halogens, ferric chloride, hydrogen peroxide, 2,6-dichlorophenolindophenol, neutral potassium permanganate, selenium oxide, and many other compounds. Dehydro-L-ascorbic acid has been reduced to L-ascorbic acid by hydrogen iodide, hydrogen sulfide, 1,4-dithiothreitol (l,4-dimercapto-2,3-butanediol), and the like (33). 

I. Synthesis and chiroptical properties of poly(Y-ketosulfide)s derived from (-) (2R,3R)-l,4-dimercapto-2,3-butanediol, Mcikromol. Chem., 193, 2883, 1992. 

The emphasis here is on the properties of glutathione (or cysteine if data for cysteine, but not GSH are available). Dithiols which form cyclic or stabilized disulphide radical anions, such as dithiothreitol (//ireo-l,4-dimercapto-2,3-butanediol) [29-33], or the reduced form of lipoic acid (6,8-dithiooctanoic acid) [15, 34-37], in effect have uncharacteristically high values of to be good models for glutathione. In addition, biological effects may be complicated by thiol/disulphide exchange since these thiols will reduce many disulphides [38-40]. Arenethiyl radicals (e.g. phenylthiyl or derived from 2-mercaptoimidi-azole) are closer to phenoxyl radicals in nature than aliphatic thiyl radicals [41-44]. 

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