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

• ChemBase ID: 1466
• Molecular Formular: C4H10O2S2
• Molecular Mass: 154.251
• Monoisotopic Mass: 154.01222156
• SMILES: O[C@H](CS)[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-/m1/s1
• InChIKey: VHJLVAABSRFDPM-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-1,4-disulfanylbutane-2,3-diol
• IUPAC Traditional name: dithiothreitol; threitol, 1,4-dithio-, DL-
• Synonyms: threo-1,4-Dimercapto-2,3-butanediol; Cleland’s reagent; (±)-threo-1,4-Dimercapto-2,3-butanediol solution; DL-Dithiothreitol solution; Reductacryl; Dithiothreitol; (2S,3S)-1,4-dimercaptobutane-2,3-diol; D-threo-1,4-dimercaptobutane-2,3-diol; D-threo-1,4-dimercapto-2,3-butanediol; 1,4-dithio-D-threitol; Cleland's reagent; (2r,3s)-1,4-Dimercaptobutane-2,3-Diol; Dithioerythritol; (2s,3s)-1,4-Dimercaptobutane-2,3-Diol; 1,4-Dithiothreitol; DTT; DL-Dithiothreitol; (±)-苏式-1,4-二巯基-2,3-丁二醇 溶液; DL-二硫代苏糖醇 溶液; 1,4-二巯基苏糖醇; 克莱兰氏试剂; DL-二硫苏糖醇

Database IDs

• CAS Number: 6892-68-8; 3483-12-3
• EC Number: 222-468-7
• MDL Number: MFCD00004877
• Beilstein Number: 1719757
• PubChem SID: 24883472; 24867426; 24894266; 24867429; 24867427; 24893251; 160964925; 24894330; 46507674; 46509091; 24893941; 46505212
• PubChem CID: 446094
• CHEBI ID: 42170
• CHEMBL: 406270
• Chemspider ID: 393541
• DrugBank ID: DB04447
• Unique Ingredient Identifier: T8ID5YZU6Y
• Wikipedia Title: Dithiothreitol

CALCULATED PROPERTIES

JChem

• 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
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.18
• LOG S: -1.48
• Solubility (Water): 5.14e+00 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 20 °C, clear, colorless; H2O: soluble0.1 M, clear, colorless; H2O: soluble50 mg/mL; Soluble in water
• Apperance: White solid
• Melting Point: 40-44 °C; 41-44 °C(lit.); 42–43 °C
• Boiling Point: 125–130 °C at 2 mmHg
• Flash Point: 113 °C; 235.4 °F
• Density: 1.035 g/mL at 25 °C; 1.04 g/mL at 20 °C
• Absorption Wavelength: A0.02M/280 ≤0.04; A0.1M/260, H2O ≤0.400; A0.1M/280, H2O ≤0.100; λ: 260 nm Amax: 0.400; λ: 280 nm Amax: 0.100
• pH: 3.0-5.0; 4.0-6.0 (20-25 °C, 0.1 m in H2O); 4.0-6.5 (25 °C, 0.1 M in H2O)

Safety Information

• RTECS: EK1610000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319
• GHS Precautionary statements: P261-P305 + P351 + P338; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); ≥98.0%; ≥99%; ≥99% (titration); ≥99.0%; ≥99.0% (RT); ≥99.0% (titration); ≥99.5% (RT)
• Concentration: ~1 M in H2O; 1 M in H2O
• Grade: for electrophoresis; for molecular biology; SAJ special grade
• Suitability: in accordance for filter test
• Impurities: ≤0.3% 4,5-dihydroxy-1,2-dithiane; DNases, none detected; Insoluble matter, passes filter test; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.0001%; As: ≤0.5 mg/kg; Ba: ≤0.0005%; Ba: ≤5 mg/kg; Bi: ≤0.0005%; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Cd: ≤0.0005%; Cd: ≤5 mg/kg; Co: ≤0.0005%; Co: ≤5 mg/kg; Cr: ≤0.0005%; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; heavy metals (as Pb): ≤10 ppm; heavy metals (as Pb): ≤5 ppm; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤0.0005%; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤0.0005%; Mn: ≤5 mg/kg; Mo: ≤0.0005%; Mo: ≤5 mg/kg; Na: ≤0.1%; Na: ≤100 mg/kg; Ni: ≤0.0005%; Ni: ≤5 mg/kg; Pb: ≤0.0005%; Pb: ≤5 mg/kg; Sr: ≤0.0005%; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, protease, none detected
• Quality Level: PREMIUM
• λ: 0.1 M in H2O
• Product Line: BioUltra
• abs.: absorption/320 nm cut-off
• Linear Formula: HSCH2CH(OH)CH(OH)CH2SH
• Empirical Formula (Hill Notation): C4H10O2S2

DETAILS

DrugBank - DB04447

• Drug Groups: experimental
• Description: 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. [PubChem]

DrugBank - DB02184

• Drug Groups: experimental
• Description: 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. [PubChem]

DrugBank - DB01692

• Drug Groups: experimental
• Description: A compound that, along with its isomer, Cleland's reagent (dithiothreitol), is used for the protection of sulfhydryl groups against oxidation to disulfides and for the reduction of disulfides to sulfhydryl groups. [PubChem]

Sigma Aldrich - 43815

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).
Other Notes
Isolation of RNA using guanidinium salts. Inclusion of a reductant enhances denaturation by breaking intramolecular protein disulfide bonds.1

Sigma Aldrich - D9163

Analysis Note
针对用于还原 SDS-PAGE 进行了测试
Application
用于将 -SH 基保持在还原态的绝佳试剂；定量还原二硫化物。在 SDS-PAGE 前，DTT 在样品缓冲液中可有效还原蛋白二硫键。DTT 还可用于还原交联剂 N,N′-双(丙烯酰)胱胺的二硫键桥以分解聚丙烯酰胺凝胶基质。DTT 的刺激性和毒性都低于 2-巯基乙醇。通常，使用 DTT (100mM) 所需的浓度是使用 2-巯基乙醇 (5% v/v, 700mM) 的浓度的七分之一。

Sigma Aldrich - 07-6125

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).

Sigma Aldrich - 43817

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).
Other Notes
Cleavage of disulfide bonds in proteins;1 In the investigation of incremental and kinetic reduction in proteins;2 Prevents the oxidation of cholecystokinin during its extraction from brain and duodenal tissues;3 In protein sequence analysis.4

Sigma Aldrich - D0632

Application
用于将 -SH 基保持在还原态的绝佳试剂；定量还原二硫化物。在 SDS-PAGE 前，DTT 在样品缓冲液中可有效还原蛋白二硫键。DTT 还可用于还原交联剂 N,N′-双(丙烯酰)胱胺的二硫键桥以分解聚丙烯酰胺凝胶基质。DTT 的刺激性和毒性都低于 2-巯基乙醇。通常，使用 DTT (100mM) 所需的浓度是使用 2-巯基乙醇 (5% v/v, 700mM) 的浓度的七分之一。
包装
1 kg in poly drum
1, 5, 10, 25, 100 g in poly bottle

Sigma Aldrich - D9779

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
用于将 -SH 基保持在还原态的绝佳试剂；定量还原二硫化物。在 SDS-PAGE 前，DTT 在样品缓冲液中可有效还原蛋白二硫键。DTT 还可用于还原交联剂 N,N′-双(丙烯酰)胱胺的二硫键桥以分解聚丙烯酰胺凝胶基质。DTT 的刺激性和毒性都低于 2-巯基乙醇。通常，使用 DTT (100mM) 所需的浓度是使用 2-巯基乙醇 (5% v/v, 700mM) 的浓度的七分之一。

Sigma Aldrich - 646563

Application
Dithiothreitol is an effective reducing agent for protein analysis. The sealed-ampule format is convenient and easy to use when preparing samples for electrophoresis or other applications, and avoids waste and loss of potency.
Packaging
0.5, 10×0.5 mL in ampule

Sigma Aldrich - 07-6130

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).
Suitability
for biological purposes

Sigma Aldrich - D5545

Application
用于将 -SH 基保持在还原态的绝佳试剂；定量还原二硫化物。在 SDS-PAGE 前，DTT 在样品缓冲液中可有效还原蛋白二硫键。DTT 还可用于还原交联剂 N,N′-双(丙烯酰)胱胺的二硫键桥以分解聚丙烯酰胺凝胶基质。DTT 的刺激性和毒性都低于 2-巯基乙醇。通常，使用 DTT (100mM) 所需的浓度是使用 2-巯基乙醇 (5% v/v, 700mM) 的浓度的七分之一。