(2R,3S)-1,4-disulfanylbutane-2,3-diol

• ChemBase ID: 127163
• Molecular Formular: C4H10O2S2
• Molecular Mass: 154.251
• Monoisotopic Mass: 154.01222156
• SMILES: SC[C@@H](O)[C@@H](O)CS
• Canonical SMILES: SC[C@H]([C@H](CS)O)O
• InChI: InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4+
• InChIKey: VHJLVAABSRFDPM-ZXZARUISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-1,4-disulfanylbutane-2,3-diol
• IUPAC Traditional name: dithioerythritol
• Synonyms: (2R,3S)-1,4-dimercaptobutane-2,3-diol; 2,3-Dihydroxybutane-1,4-dithiol; Erythro-2,3-dihydroxy-1,4-butanedithiol; Erythro-1,4-dimercapto-2,3-butanediol; Cleland's reagent (also used for DTT); Dithioerythritol; Cleland’s reagent; Cleland's Reagent DTE; DTE; 1,4-Dithioerythritol; 二硫代赤丁四醇; 克莱兰氏试剂; 赤式1,4-二巯基-2,3-丁二醇; 1,4-二硫代赤藓醇

Database IDs

• CAS Number: 6892-68-8
• EC Number: 229-998-8
• MDL Number: MFCD00063750
• Beilstein Number: 1719756
• PubChem SID: 24867409; 24894199; 162221485; 24894196; 24894319
• PubChem CID: 439352
• CHEBI ID: 17456
• Chemspider ID: 388475
• Wikipedia Title: Dithioerythritol

CALCULATED PROPERTIES

• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 9.6162195
• H Acceptors: 2
• H Donor: 4
• LogD (pH = 5.5): -0.27845594
• LogD (pH = 7.4): -0.28087094
• Log P: -0.2784251
• Molar Refractivity: 38.8438 cm^3
• Polarizability: 15.481865 Å^3

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 20 °C, clear, colorless; H2O: soluble0.1 M, clear, colorless; H2O: soluble10 mg/mL, clear, colorless
• Melting Point: 82-84 °C(lit.); 82–84 °C; 82-84°C; 82-85 °C
• Absorption Wavelength: A0.1M/260, H2O ≤0.4; A0.1M/280, H2O ≤0.1; λ: 260 nm Amax: 0.400; λ: 280 nm Amax: 0.050
• pH: 4.0-6.0 (0.1 M in H2O); 4.0-6.0 (25 °C, 0.1 M in H2O)

Safety Information

• Storage Warning: Air Sensitive
• RTECS: KF2410000
• European Hazard Symbols: Irritant (Xi)
• UN Number: UN3335
• German water hazard class: 3
• Hazard Class: 9
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0%; ≥99.0% (RT); 99%
• Grade: for molecular biology
• Impurities: ≤0.0005% Phosphorus (P); ≤0.5% 4,5-dihydroxy-1,2-dithiane; Insoluble matter, passes filter test; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.5 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.05%; K: ≤50 mg/kg; K: ≤500 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.001%; Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, Exonuclease detection, RNase, and protease, none detected
• Quality Level: PREMIUM
• λ: 0.1 M in H2O
• Product Line: BioUltra
• Linear Formula: HSCH2CH(OH)CH(OH)CH2SH

DETAILS

Sigma Aldrich - 43794

Application
Reagent for maintaining -SH groups in the reduced state; quantitatively reduces disulfides.
Other Notes
Cleavage of disulfide bonds in proteins;1,2 Prevents oxidation of sulfhydryl-containing proteins during SDS-polyacrylamide gel electrophoresis.3

Sigma Aldrich - D8161

Application
用于将 -SH 基保持在还原态的试剂；定量还原二硫化物。
还原剂

Sigma Aldrich - 161764

Application
Reagent for maintaining -SH groups in the reduced state; quantitatively reduces disulfides.
Reagent for disulfide groups.1 Used to prepare a matrix for fast-atom bombardment mass spectroscopy.2

Sigma Aldrich - 43796

Application
Reagent for maintaining -SH groups in the reduced state; quantitatively reduces disulfides.

Sigma Aldrich - D8255

Application
用于将 -SH 基保持在还原态的试剂；定量还原二硫化物。
包装
5, 10, 25, 100 g in poly bottle

Sigma Aldrich - D9680

Application
用于将 -SH 基保持在还原态的试剂；定量还原二硫化物。

REFERENCES

• Protective agent for preventing oxidation of thiol groups and reagent for reduction of disulfide groups in proteins: Biochemistry, 3, 480 (1964); 11, 2939 (1972); J. Biol. Chem., 243, 716 (1968); compare 1,4-Dithio-DL-threitol, A15797.