1,4-DITHIOTHREITOL

PRODUCT IDENTIFICATION
CAS NO. 3483-12-3

1,4-DITHIO-DL-THREITOL

EINECS NO. 222-468-7, 248-531-9
FORMULA HSCH2[CH(OH)]2CH2SH
MOL WT. 154.24

H.S. CODE

 2930.90.9190

TOXICITY

 

SYNONYMS threo-1,4-Dimercapto-2,3-butanediol; Dithiothreitol; DTT;
(+/-)-1,4-Dithio-D-threitol; 1,4-Dithiothreitol; Cleland's reagent; DL-Dithiothreitol; DL-Threo-1,4-dimercapto-2,3-butanediol; (2S,3S)-1,4-Bis-sulfanylbutane-2,3-diol; Threo-1,4-dimercaptobutane-2,3-diol; (R',R'*)-(+-)-1,4-Dimercapto-2,3-butanediol; Cleland reagent; D-1,4-Dithiothreitol; D-threo-1,4-Dimercapto-2,3-butanediol; Dithiotreitol; DL-threo-1,4-Dimercapto-2,3-butanediol; rac-Dithiothreitol; Sputolysin;
SMILES

C([C@@H]([C@@H](CS)O)O)S

CLASSIFICATION

Disulfide bridge cleavage reagent, Reducing reagent

EXTRA NOTES

 A reagent commonly used in biochemical studies as a protective agent to prevent the oxidation of SH (thiol) groups and for reducing disulphides to dithiols.
Other RN: 27565-41-9; 28823-08-7; 1377983-58-8; 214119-27-4

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 41 - 44 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER soluble
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

  

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY

Stable under ordinary conditions. Hygroscopic.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Dithiothreitol

Google Scholar Search - Dithiothreitol

Drug Information Portal (U.S. National Library of Medicine) - Dithiothreitol

PubChem Compound Summary - Dithiothreitol

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Dithiothreitol

Chemical Entities of Biological Interest (ChEBI) - Dithiothreitol

http://www.ncbi.nlm.nih.gov/ - Dithiothreitol

http://www.sigmaaldrich.com/
An excellent reagent for maintaining SH groups in reduced state; quantitatively reduces disulfides. DTT is effective in sample buffers for reducing protein disulfide bonds prior to SDS-PAGE. DTT can also be used for reducing the disulfide bridge of the cross-linker N,N′-bis(acryloyl)cystami​ne to break apart the matrix of a polyacrylamide gel. DTT is less pungent and is less toxic than 2-mercaptoethanol. Typically, a seven fold lower concentration of DTT (100 mM) is needed than is used for 2-mercaptoethanol (5% v/v, 700 mM).

Local
Erythritol is a  a four-carbon sugar alcohol formed from erythrose by reduction of the carbonyl group; found in algae, lichens, grasses, and certain fungi. It is it is about twice as sweet as sucrose and used as a sweetener or food additive.  But it is not absorbed by the digestive system in the body.  sugar alcohol which has been approved for use in the US as a food additive and sweetener. Erythritol (more correctly meso-erythritol; meso- means inactive) is the optically inactive isomeric tetritol among three stereoisomers. The other two stereoisomeric tetritols are D- and L-threitol. The only existing three-carbon sugar alcohol (triitol) is glycerol. The four stereoisomeric pentitols are xylitol, ribitol, and D- or L-arabitol. Mercaptan esters of threitol, low molecular weight thiols, reduces disulfide bonds quantitatively and maintains monothiols in the reduced state, which provides the applications including protein processing, induction of genes, oligonucleotide synthesis. Cleland's reagent is the commonest reagent for maintaining -SH groups in reduced state. Mercaptan esters of threitol have been studied as anti-cancer agents by acting as alkylating agents to damage the cancer cell DNA.
SALES SPECIFICATION

APPEARANCE

 white crystalline powder
ASSAY

99.0% min

HEAVY METALS

 10ppm max

MOISTURE

0.1% max
Fe 5ppm max
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO. 3335
SAFETY INFORMATION

HAZARD OVERVIEW

 

GHS

 

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H302-H315-H319-H335

P STATEMENTS

P261-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

22-36/37/38

SAFETY PHRASES

26-36

PRICE INFORMATION