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Sigma-Aldrich

(S)-2-Aminobutane-1,4-dithiol hydrochloride

99% (titration)

Sinônimo(s):

(S)-2-Aminobutane-1,4-dithiol hydrochloride, (2S)-2-Amino-1,4-dimercaptobutane hydrochloride, DTBA, Dithiobutylamine

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About This Item

Fórmula empírica (Notação de Hill):
C4H11NS2 · HCl
Número CAS:
Peso molecular:
173.73
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

99% (titration)

Formulário

solid

adequação da reação

reagent type: reductant

pf

210-225 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

Cl.N[C@H](CS)CCS

InChI

1S/C4H11NS2.ClH/c5-4(3-7)1-2-6;/h4,6-7H,1-3,5H2;1H/t4-;/m0./s1

chave InChI

HWWPXJZINVJNBM-WCCKRBBISA-N

Aplicação

(S)-2-Aminobutane-1,4-dithiol hydrochloride (DTBA), also known as dithiobutylamine, is a biological reducing reagent with enhanced properties over other commonly used reagents. DTBA was shown to reduce small molecule disulfides 3-5x faster than DTT and was able to reduce (activate) the cysteine dependent protease papain 14x faster than DTT. In addition, due to the presence of the primary amine group, removal of DTBA from mixtures after use is simplified and can be achieved using cation exchange resin.
Dithiobutylamine or DTBA is a new biological reducing reagent with enhanced properties over other commonly used reagents. DTBA was shown to reduce small molecule disulfides 3-5x faster than DTT and was able to reduce (activate) the cysteine dependent protease papain 14x faster than DTT. In addition, due to the presence of the primary amine group, removal of DTBA from mixtures after use is simplified and can be achieved using cation exchange resin.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Coordination properties of dithiobutylamine (DTBA), a newly introduced protein disulfide reducing agent.
Adamczyk J, et al.
Inorganic Chemistry, 54(2), 596-606 (2014)
Javier Troyano et al.
Inorganic chemistry, 58(5), 3290-3301 (2019-02-13)
Direct reactions under ambient conditions between CuX (X = Br, I) and thiobenzamide (TBA) were carried out at different ratios, giving rise to the formation of a series of one-dimensional (1D) coordination polymers, (CPs) [CuI(TBA)] n (1), [Cu3I3(TBA)2] n (4)
Mozhdeh Imaninezhad et al.
Bioconjugate chemistry, 30(1), 34-46 (2018-12-19)
Macroporous cell-laden hydrogels have recently gained recognition for a wide range of biomedical and bioengineering applications. There are various approaches to create porosity in hydrogels, including lyophilization or foam formation. However, many do not allow a precise control over pore
A potent, versatile disulfide-reducing agent from aspartic acid.
Lukesh III, et al.
Journal of the American Chemical Society, 134(9), 4057-4059 (2012)
Sean B Johnston et al.
PloS one, 10(1), e0116898-e0116898 (2015-01-22)
Phosphatase and tensin homologue deleted from chromosome ten (PTEN) is a lipid phosphatase tumor suppressor that is lost or inactivated in most human tumors. The enzyme catalyzes the hydrolysis of phosphatidylinositol-(3,4,5)-trisphosphate (PIP3) to form phosphatidylinositol-(4,5)-bisphosphate (PIP2) and inorganic phosphate. Here

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