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373605

Sigma-Aldrich

6,6′-Dithiodinicotinic acid

technical grade, 85%

Synonym(s):

Bis[3-Carboxypyridine] 6,6′-disulfide, Bis[3-carboxypyridine] 6,6′-disulfide

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About This Item

Empirical Formula (Hill Notation):
C12H8N2O4S2
CAS Number:
Molecular Weight:
308.33
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Assay

85%

form

solid

mp

263-265 °C (lit.)

SMILES string

OC(=O)c1ccc(SSc2ccc(cn2)C(O)=O)nc1

InChI

1S/C12H8N2O4S2/c15-11(16)7-1-3-9(13-5-7)19-20-10-4-2-8(6-14-10)12(17)18/h1-6H,(H,15,16)(H,17,18)

InChI key

GSASOFRDSIKDSN-UHFFFAOYSA-N

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General description

6,6′-Dithiodinicotinic acid is reported as sulphydryl reagent. 6,6′-Dithiodinicotinic acid is reported to react with thiols, to afford a disulfide and 6-mercaptonicotinic acid. Interaction of 6,6′-dithiodinicotinic acid with the homogenates of Ehrlich ascites cells has been reported.

Application

6,6′-Dithiodinicotinic acid may be employed as:
  • specific thiol blocker to investigate the radioprotective effect of mercaptoethylamine on the thiol level of the outer cell membrane of the Ehrlich ascites tumor cells
  • modifier to investigate the polar microenvironment around the reactive Cys283 of rabbit muscle creatine kinase
  • dipyridyl-dithio substrate to evaluate the protein disulfide-thiol interchange activity of the auxin stimulated NADH: protein disulfide reductase (NADH oxidase) of soybean plasma membranes
  • water-soluble reagent in a study for introducing, in buffered saline, a reactive sulfhydryl group on water-soluble molecules bearing an alkyl-amino group
  • chromogen for sulfhydryl groups in the Ellman method for cholinesterase determinations
  • spectrophotometric determination of thiols and of total glutathione in human blood

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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[Quantitation of sulfhydryl groups on surface of erythrocytes].
X B Liu et al.
Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae, 8(2), 146-147 (1986-04-01)
J Nandi et al.
The Biochemical journal, 213(3), 587-594 (1983-09-01)
The distribution of free thiol groups associated with the membrane proteins of the purified pig gastric microsomal vesicles was quantified, and the relation of thiol groups to the function of the gastric (H+ + K+)-transporting ATPase system was investigated. Two
The determination of thiols and of total glutathione in human blood using 6,6'-dithiodinicotinic acid (CPDS).
D R Grassetti et al.
Biochemical medicine, 12(2), 149-153 (1975-02-11)
R Spector et al.
Journal of neurochemistry, 42(4), 1048-1052 (1984-04-01)
The transport of [3H]deoxyuridine by the active nucleoside transport system into the isolated rabbit choroid plexus was measured in vitro under various conditions. Choroid plexuses were incubated in artificial CSF containing 1 microM [3H]deoxyuridine and 1 microM nitrobenzylthioinosine for 5
P D Dass et al.
Veterinary and human toxicology, 39(1), 11-17 (1997-02-01)
A kinetic analysis of the substitution of 6,6'-dithiodinicotinic acid (DTNA) for 5,5'-dithiobis-2-nitrobenzoic acid (DTNB) for the determination of rat and human erythrocyte acetylcholinesterase (AChE; EC 3.1.1.7) and plasma butyrylcholinesterase (BuChE; EC 3.1.1.8) is presented. Increasing concentrations of DTNB, but not

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