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Merck
CN

D8130

Sigma-Aldrich

5,5'-二硫代双(2-硝基苯甲酸)

BioReagent, ≥98%, suitable for determination of sulfhydryl groups

别名:

6,6′-二硝基-3,3′-二硫代苯甲酸, DTNB, Ellman 试剂, 二硫代硝基苯甲酸, 双(3-羧基-4-硝基苯基)二硫

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About This Item

线性分子式:
[-SC6H3(NO2)CO2H]2
CAS号:
分子量:
396.35
Beilstein:
1896821
EC 号:
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.26

产品线

BioReagent

质量水平

检测方案

≥98%

形式

powder

mp

240-245 °C (dec.) (lit.)

适用性

suitable for determination of sulfhydryl groups

SMILES字符串

OC(=O)c1cc(SSc2ccc(c(c2)C(O)=O)[N+]([O-])=O)ccc1[N+]([O-])=O

InChI

1S/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20)

InChI key

KIUMMUBSPKGMOY-UHFFFAOYSA-N

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一般描述

5,5′双二硫代(2-硝基苯甲酸)也称为DTNB或Ellman′s试剂。这是一种与巯基相互作用的水溶性试剂,在中性pH下方便地应用。硫代阴离子(RS-)与Ellman′s试剂(DTNB2-)反应生成2-硝基-5-硫代苯甲酸盐阴离子(TNB2-)和一种混合二硫化物(R-S-TNB-)。TNB2- 具有较高的摩尔吸收系数,在412nm处有吸收。这种吸收与pH无关,在pH>7.3。

应用

Ellman′s试剂可用于乙酰胆碱酯酶的检测,并可对半胱氨酸残基进行特异性标记。该试剂是测定蛋白质、多肽和组织中游离巯基含量的敏感试剂。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Venkaiah Betapudi et al.
Science translational medicine, 12(527) (2020-01-24)
Chemical warfare nerve agents are organophosphorus chemical compounds that induce cholinergic crisis, leaving little or no time for medical intervention to prevent death. The current chemical treatment regimen may prevent death but does not prevent postexposure complications such as brain
Anne Bertling et al.
Arteriosclerosis, thrombosis, and vascular biology, 32(8), 1979-1990 (2012-04-28)
Staphylococcus aureus can induce platelet aggregation. The rapidity and degree of this correlates with the severity of disseminated intravascular coagulation, and depends on platelet peptidoglycans. Surface-located thiol isomerases play an important role in platelet activation. The staphylococcal extracellular adherence protein
Reassessment of Ellman's reagent.
P W Riddles et al.
Methods in enzymology, 91, 49-60 (1983-01-01)
Christian K Riener et al.
Analytical and bioanalytical chemistry, 373(4-5), 266-276 (2002-07-12)
Since its introduction in 1959, Ellman's reagent (5,5'-dithio-bis(2-nitrobenzoic acid)) has been the favorite reagent for spectrophotometric measurement of protein sulfhydryls. Meanwhile however, evidence has accumulated that many protein sulfhydryls give an incomplete reaction with Ellman's reagent, even during prolonged assay
Ellman's reagent: 5,5'-dithiobis(2-nitrobenzoic acid)--a reexamination.
P W Riddles et al.
Analytical biochemistry, 94(1), 75-81 (1979-04-01)

实验方案

To measure chloramphenicol acetyltransferase activity, this procedure uses DTNB and coenzyme A. The reaction of DTNB with the –SH group on CoA results in a colorimetric increase at 412 nm.

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