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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:
2127-03-9
Molecular Weight:
220.31
Beilstein:
154629
EC Number:
218-343-1
MDL number:
MFCD00006287
UNSPSC Code:
12352112
PubChem Substance ID:
24893969
NACRES:
NA.26

form

powder

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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eEROS (Encyclopedia of Reagents for Organic Synthesis) (2005)
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)
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)
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)
T L Dutka et al.
The Journal of physiology, 589(Pt 9), 2181-2196 (2010-12-01)
S-Nitrosoglutathione (GSNO) is generated in muscle and may S-glutathionylate and/or S-nitrosylate various proteins involved in excitation–contraction (EC) coupling, such as Na+-K+-ATPases, voltage-sensors (VSs) and Ca2+ release channels (ryanodine receptors,RyRs), possibly changing their properties. Using mechanically skinned fibres from rat extensor
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