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D218200

Sigma-Aldrich

5,5′-Dithiobis(2-nitrobenzoic acid)

ReagentPlus®, 99%

Synonym(s):
DTNB, Bis(3-carboxy-4-nitrophenyl) disulfide, Ellman’s Reagent, 3-Carboxy-4-nitrophenyl disulfide, 6,6′-Dinitro-3,3′-dithiodibenzoic acid
Linear Formula:
[-SC6H3(NO2)CO2H]2
CAS Number:
Molecular Weight:
396.35
Beilstein:
1896821
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

product line

ReagentPlus®

assay

99%

mp

240-245 °C (dec.) (lit.)

SMILES string

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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Related Categories

Application

5,5′-Dithiobis(2-nitrobenzoic acid) is a water soluble reagent mainly used for the derivatization of sulfhydryl groups.

Packaging

1, 5 g in glass bottle
10 g in poly bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Pork proteins oxidative modifications under the influence of varied time-temperature thermal treatments: A chemical and redox proteomics assessment.
Mitra B, et al.
Meat Science, 140, 134-144 (2018)
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...
Atef M K Nassar et al.
Molecules (Basel, Switzerland), 25(11) (2020-06-11)
Sumithion (Fenitrothion) (SUM) is an organophosphorus insecticide used to combat a wide variety of plant pests. Exposure to SUM causes significant toxicity to the brain, liver, kidney, and reproductive organs through, for example, binding to DNA, and it induces DNA...
Malgorzata Boczkowska et al.
Structure (London, England : 1993), 16(5), 695-704 (2008-05-09)
Previous structures of Arp2/3 complex, determined in the absence of a nucleation-promoting factor and actin, reveal its inactive conformation. The study of the activated structure has been hampered by uncontrollable polymerization. We have engineered a stable activated complex consisting of...
Zrinka Kovarik et al.
Chemical research in toxicology, 28(5), 1036-1044 (2015-04-04)
Exposure to the nerve agent soman is difficult to treat due to the rapid dealkylation of the soman-acetylcholinesterase (AChE) conjugate known as aging. Oxime antidotes commonly used to reactivate organophosphate inhibited AChE are ineffective against soman, while the efficacy of...

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