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6892-68-8 molecular structure
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(2S,3S)-1,4-disulfanylbutane-2,3-diol

ChemBase ID: 1466
Molecular Formular: C4H10O2S2
Molecular Mass: 154.251
Monoisotopic Mass: 154.01222156
SMILES and InChIs

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

Cite this record

CBID:1466 http://www.chembase.cn/molecule-1466.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

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

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 9.6162195  H Acceptors
H Donor LogD (pH = 5.5) -0.27845594 
LogD (pH = 7.4) -0.28087094  Log P -0.2784251 
Molar Refractivity 38.8438 cm3 Polarizability 15.481865 Å3
Polar Surface Area 40.46 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 0.18  LOG S -1.48 
Solubility (Water) 5.14e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble0.1 M at 20 °C, clear, colorless expand Show data source
H2O: soluble0.1 M, clear, colorless expand Show data source
H2O: soluble50 mg/mL expand Show data source
Soluble in water expand Show data source
Apperance
White solid expand Show data source
Melting Point
40-44 °C expand Show data source
41-44 °C(lit.) expand Show data source
42–43 °C expand Show data source
Boiling Point
125–130 °C at 2 mmHg expand Show data source
Flash Point
113 °C expand Show data source
235.4 °F expand Show data source
Density
1.035 g/mL at 25 °C expand Show data source
1.04 g/mL at 20 °C expand Show data source
Absorption Wavelength
A0.02M/280 ≤0.04 expand Show data source
A0.1M/260, H2O ≤0.400 expand Show data source
A0.1M/280, H2O ≤0.100 expand Show data source
λ: 260 nm Amax: 0.400 expand Show data source
λ: 280 nm Amax: 0.100 expand Show data source
pH
3.0-5.0 expand Show data source
4.0-6.0 (20-25 °C, 0.1 m in H2O) expand Show data source
4.0-6.5 (25 °C, 0.1 M in H2O) expand Show data source
RTECS
EK1610000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22-36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H315-H319-H335 expand Show data source
H315-H319 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (TLC) expand Show data source
≥98.0% expand Show data source
≥99% expand Show data source
≥99% (titration) expand Show data source
≥99.0% expand Show data source
≥99.0% (RT) expand Show data source
≥99.0% (titration) expand Show data source
≥99.5% (RT) expand Show data source
Concentration
~1 M in H2O expand Show data source
1 M in H2O expand Show data source
Grade
for electrophoresis expand Show data source
for molecular biology expand Show data source
SAJ special grade expand Show data source
Suitability
in accordance for filter test expand Show data source
Impurities
≤0.3% 4,5-dihydroxy-1,2-dithiane expand Show data source
DNases, none detected expand Show data source
Insoluble matter, passes filter test expand Show data source
insoluble matter, passes filter test expand Show data source
phosphatases, none detected expand Show data source
proteases, none detected expand Show data source
RNases, none detected expand Show data source
Cation Traces
Al: ≤0.0005% expand Show data source
Al: ≤5 mg/kg expand Show data source
As: ≤0.0001% expand Show data source
As: ≤0.5 mg/kg expand Show data source
Ba: ≤0.0005% expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤0.0005% expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: ≤0.001% expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤0.0005% expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤0.0005% expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤0.0005% expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤0.0005% expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤0.0005% expand Show data source
Fe: ≤5 mg/kg expand Show data source
heavy metals (as Pb): ≤10 ppm expand Show data source
heavy metals (as Pb): ≤5 ppm expand Show data source
K: ≤0.005% expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤0.0005% expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: ≤0.0005% expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤0.0005% expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤0.0005% expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: ≤0.1% expand Show data source
Na: ≤100 mg/kg expand Show data source
Ni: ≤0.0005% expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤0.0005% expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤0.0005% expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: ≤0.0005% expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
sulfate (SO42-): ≤0.005% expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Foreign Activity
DNase, RNase, protease, none detected expand Show data source
Quality Level
PREMIUM expand Show data source
λ
0.1 M in H2O expand Show data source
Product Line
BioUltra expand Show data source
abs.
absorption/320 nm cut-off expand Show data source
Linear Formula
HSCH2CH(OH)CH(OH)CH2SH expand Show data source
Empirical Formula (Hill Notation)
C4H10O2S2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
DrugBank - DB04447 external link
Item Information
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 external link
Item Information
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 external link
Item Information
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 external link
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 external link
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 - 646563 external link
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 - D9779 external link
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 - 43817 external link
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 external link
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 - D5545 external link
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 - 07-6130 external link
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 - 07-6125 external link
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).

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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