All Photos(6)

D8130

Sigma-Aldrich

5,5′-Dithiobis(2-nitrobenzoic acid)

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

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:
NACRES:
NA.26

Quality Level

product line

BioReagent

assay

≥98%

mp

240-245 °C (dec.) (lit.)

suitability

suitable for determination of sulfhydryl groups

greener alternative category

Re-engineered

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

Looking for similar products? Visit Product Comparison Guide

General description

5,5′-Dithiobis(2-nitrobenzoic acid) is also called DTNB or Ellman′s reagent. It is a water soluble reagent, which interacts with thiol groups, and can be used conveniently at neutral pH. Thiolate anion (RS-) reacts with Ellman′s reagent (DTNB2-), to produce 2-nitro-5-thiobenzoate anion (TNB2-) and one mixed disulfide (R-S-TNB-). TNB2- has a high molar absorption coefficient, and absorbs at 412nm. This absorption is independent of pH, at pH> 7.3.

Application

Ellman′s reagent maybe used for acetylcholinesterase assay, and to specifically label cysteine residues. It is a sensitive reagent for measuring the free sulfhydryl content in proteins, peptides, and tissues.

Packaging

500 mg in glass insert
1, 5, 10, 25, 100 g in poly bottle

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

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)
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...
null
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...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service