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D218200

Sigma-Aldrich

5,5′-Dithiobis(2-nitrobenzoic acid)

ReagentPlus®, 99%

Synonym(s):

3-Carboxy-4-nitrophenyl disulfide, 6,6′-Dinitro-3,3′-dithiodibenzoic acid, Bis(3-carboxy-4-nitrophenyl) disulfide, DTNB, Ellman’s Reagent

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About This Item

Linear Formula:
[-SC6H3(NO2)CO2H]2
CAS Number:
69-78-3
Molecular Weight:
396.35
Beilstein:
1896821
EC Number:
200-714-4
MDL number:
MFCD00007140
UNSPSC Code:
12352100
PubChem Substance ID:
24893651
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

powder

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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General description

DTNB (Ellman’s reagent) is commonly used for quantification of sulfhydryl (thiol) groups in proteins and biomolecules.

Application

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

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of thiols and disulfides via HPLC quantification of 5-thio-2-nitrobenzoic acid
W Chen, et al.
Journal of Pharmaceutical and Biomedical Analysis, 48, 1375-1380 (2008)
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
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