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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

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK8675
STBJ6791
STBG6026V
STBG1024V
STBD3094V

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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)
Anne Bertling et al.
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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
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