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D5767

Sigma-Aldrich

2,2′-Dithiodipyridine

powder

Synonym(s):

2,2′-Dipyridyl disulfide

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About This Item

Empirical Formula (Hill Notation):
C10H8N2S2
CAS Number:
Molecular Weight:
220.31
Beilstein:
154629
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.26

form

powder

Quality Level

mp

56-58 °C (lit.)

storage temp.

2-8°C

SMILES string

S(Sc1ccccn1)c2ccccn2

InChI

1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H

InChI key

HAXFWIACAGNFHA-UHFFFAOYSA-N

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Application

2,2′-Dithiodipyridine has been used in the reconstitution of the reduced interchain disulfide bonds of monolconal antibodies. It may be used as a medium component for T cell hybridoma cell culture and as thiol crosslinking agent.

Biochem/physiol Actions

2,2′-Dithiodipyridine mediates inter-unit disulfide cross-linking. It interacts with carbon nucleophiles to yield thiopyridyl derivatives.

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

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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Human T cells resistant to complement lysis by bivalent antibody can be efficiently lysed by dimers of monovalent antibody
Nielsen SU and Routledge EG
Blood, 100(12), 4067-4073 (2002)
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2005)
Peptide-unit assembling using disulfide cross-linking: a new approach for construction of protein models
Futaki S and Kitagawa K
Tetrahedron Letters, 35(8), 1267-1270 (1994)
Oxidation of a critical thiol residue of the adenine nucleotide translocator enforces Bcl-2-independent permeability transition pore opening and apoptosis.
Costantini P, et al.
Oncogene (2000)
Zita Hertelendi et al.
Antioxidants & redox signaling, 10(7), 1175-1184 (2008-03-12)
This study sought to characterize the relation between the oxidation of protein sulfhydryl (SH) groups and Ca2+-activated force production in the human myocardium. Triton-permeabilized left ventricular cardiomyocytes from donor hearts were exposed to an oxidative (2,2'-dithiodipyridine, DTDP) agent in vitro

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