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Merck
CN

43760

Sigma-Aldrich

5,5′-Dithiobis(2-nitrobenzoic acid)

≥97.5% (HPLC)

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:
12352200

Key Documents

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Assay

≥97.5% (HPLC)

mp

240-245 °C (dec.) (lit.)
~240 °C (dec.)

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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Other Notes

For the modification and quantitative detection of sulfhydryl groups; Re-examination of molar absorption coefficient; Derivatization of thiols for HPLC.

Storage Class Code

13 - Non 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

Regulatory Information

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K. Kuwata et al.
Analytical Chemistry, 54, 1082-1082 (1982)
Tissue sulfhydryl groups.
G L ELLMAN
Archives of biochemistry and biophysics, 82(1), 70-77 (1959-05-01)
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)
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
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
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