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MilliporeSigma

D5767

2,2′-Dithiodipyridine

powder

Synonym(s):

2,2′-Dipyridyl disulfide

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$64.40

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$196.00

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$834.00

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About This Item

Empirical Formula (Hill Notation):
C10H8N2S2
CAS Number:
2127-03-9
Molecular Weight:
220.31
UNSPSC Code:
12352112
NACRES:
NA.26
PubChem Substance ID:
24893969
EC Number:
218-343-1
Beilstein/REAXYS Number:
154629
MDL number:
MFCD00006287

Key Documents

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Product Name

2,2′-Dithiodipyridine, powder

InChI key

HAXFWIACAGNFHA-UHFFFAOYSA-N

InChI

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

SMILES string

S(Sc1ccccn1)c2ccccn2

form

powder

mp

56-58 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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1 of 4

This Item
43791693014692166
2,2′-Dithiodipyridine powder

Sigma-Aldrich

D5767

2,2′-Dithiodipyridine

2,2′-Dithiodipyridine ≥99.0% (GC)

Sigma-Aldrich

43791

2,2′-Dithiodipyridine

(S)-H8-BINAP technical grade

Sigma-Aldrich

693014

(S)-H8-BINAP

(R)-Ru(OAc)2(H8-BINAP)

Sigma-Aldrich

692166

(R)-Ru(OAc)2(H8-BINAP)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

form

powder

form

solid

form

powder

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

mp

56-58 °C (lit.)

mp

56-58 °C (lit.), 57-59 °C

mp

-

mp

-

Application

2,2′-Dithiodipyridine has been used in the reconstitution of the reduced interchain disulfide bonds of monolconal antibodies.[1] It may be used as a medium component for T cell hybridoma cell culture and as thiol crosslinking agent.[2]

Biochem/physiol Actions

2,2′-Dithiodipyridine mediates inter-unit disulfide cross-linking.[3] It interacts with carbon nucleophiles to yield thiopyridyl derivatives.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4096
BCBP0559V
BCBN9569V
BCBN8154V
BCBN5308V

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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)
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)
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)
Sanae Haga et al.
Antioxidants & redox signaling, 11(10), 2563-2572 (2009-06-06)
Noninvasive evaluation of organ redox states provides invaluable information in many clinical settings. We evaluated a newly developed reduction/oxidation-sensitive green fluorescent protein (roGFP) probe that reports cellular redox potentials and their dynamic changes in live cells. On hypoxia/reoxygenation (H/R) of
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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