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150460

Sigma-Aldrich

DL-Dithiothreitol

Synonym(s):

threo-1,4-Dimercapto-2,3-butanediol, Cleland’s reagent, DTT

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About This Item

Linear Formula:
HSCH2CH(OH)CH(OH)CH2SH
CAS Number:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1719757
EC Number:
MDL number:
UNSPSC Code:
12352201

mp

41-44 °C (lit.)

SMILES string

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

InChI

1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1

InChI key

VHJLVAABSRFDPM-QWWZWVQMSA-N

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Application

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)cystamine 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).
Reagent for the cleavage of disulfide bonds.[1][2][3]

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Tetrahedron Letters, 32, 967-967 (1991)
Synthesis of 3'-functionalized oligonucleotides on a single solid support
Jari Hovinen, et al.
Tetrahedron Letters, 34, 50, 8169-8172 (1993)
Aldrichimica Acta, 4, 33-33 (1971)
Nikolay N Brandt et al.
Journal of biomedical optics, 20(5), 051015-051015 (2014-12-06)
The analysis of the structure-function relationship is extremely important in the study of proteins. The importance of function-related motions of large parts or subglobules of protein molecules stimulates the spectroscopic study in the low-frequency (terahertz) domain. However, only tentative assignments

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