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774405

Sigma-Aldrich

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

99% (titration)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C4H11NS2 · HCl
Numéro CAS:
1363376-98-0
Poids moléculaire :
173.73
Numéro MDL:
MFCD23704430
Code UNSPSC :
12352200
ID de substance PubChem :
329767683
Nomenclature NACRES :
NA.22

Pureté

99% (titration)

Forme

solid

Pertinence de la réaction

reagent type: reductant

Pf

210-225 °C

Température de stockage

2-8°C

Chaîne 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

Clé InChI

HWWPXJZINVJNBM-WCCKRBBISA-N

Application

(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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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A potent, versatile disulfide-reducing agent from aspartic acid.
Lukesh III, et al.
Journal of the American Chemical Society, 134(9), 4057-4059 (2012)
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
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)
Coordination properties of dithiobutylamine (DTBA), a newly introduced protein disulfide reducing agent.
Adamczyk J, et al.
Inorganic Chemistry, 54(2), 596-606 (2014)
Aiping Wen et al.
Materials science & engineering. C, Materials for biological applications, 111, 110759-110759 (2020-04-14)
Ovarian cancer is considered to be the most fatal reproductive cancers. Melphalan is used to treat ovarian cancer as an intraperitoneal chemotherapy agent. However, elucidating its pharmacokinetic behavior and preparing it for administration are challenging since it undergoes spontaneous hydrolysis.
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Raines Group – Professor Product Portal

Professor Ron Raines works with Sigma-Aldrich on the development of reagents and tools for chemical biology such as the traceless Staudinger ligation reagent (670359). DTBA (774405), a superior biological reducing reagent to DTT, is another technology to come out of the Raines lab.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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