All Photos(3)

D9760

Sigma-Aldrich

L-(−)-Dithiothreitol

≥95%

Synonym(s):
(2R,3R)-1,4-Dimercapto-2,3-butanediol, Cleland reagent chiral, (−)-Cleland’s Reagent, L-DTT
Empirical Formula (Hill Notation):
C4H10O2S2
CAS Number:
Molecular Weight:
154.25
Beilstein:
2036371
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥95%

solubility

H2O: 50 mg/mL, clear to hazy, colorless

storage temp.

−20°C

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-/m0/s1

InChI key

VHJLVAABSRFDPM-IMJSIDKUSA-N

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Application

L-DTT [(2R,3R)-1,4-dimercapto-2,3-butanediol; L-dithiothreitol], a chiral bidentate dithiol with two stereogenic centers, may be used in chiroptical response research. L-DDT is proposed as a stereoselective reducing agent for disulfide bridges in complex molecules.

Packaging

1 g in glass bottle
500 mg in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Hiroshi Yao et al.
Langmuir : the ACS journal of surfaces and colloids, 29(21), 6444-6451 (2013-05-03)
We here present a study of cross-linking chemistry of optically inactive monothiol-protected gold clusters by chiral bidentate dithiol with two stereogenic centers, (2R,3R)-1,4-dimercapto-2,3-butanediol (L-dithiothreitol; L-DTT), and explore the impacts of the cross-linking on their chiroptical responses. The pristine protective ligand
Stefan Knoppe et al.
Chimia, 67(4), 236-239 (2013-08-24)
Chiral thiolate-protected gold clusters of atomic precision have gained increasing interest in recent years due to their potential use in catalysis, sensing or bioapplications. While the protection of gold clusters with chiral ligands is a rather trivial task, it was
Valérie Robin et al.
Molecular therapy. Nucleic acids, 7, 81-89 (2017-06-19)
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Julia Schueler et al.
Cells, 8(7) (2019-07-22)
In up to 30% of non-small cell lung cancer (NSCLC) patients, the oncogenic driver of tumor growth is a constitutively activated epidermal growth factor receptor (EGFR). Although these patients gain great benefit from treatment with EGFR tyrosine kinase inhibitors, the
Cai Bowen et al.
Cancer research, 79(16), 4124-4134 (2019-06-20)
NKX3.1 is the most commonly deleted gene in prostate cancer and a gatekeeper suppressor. NKX3.1 is a growth suppressor, mediator of apoptosis, inducer of antioxidants, and enhancer of DNA repair. PTEN is a ubiquitous tumor suppressor that is often decreased

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