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143049

Sigma-Aldrich

Aldrithiol™-2

98%

Synonym(s):

2,2′-Dithiodipyridine, 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:
12352100
PubChem Substance ID:
24848570
NACRES:
NA.22
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Quality Level

200

Assay

98%

form

solid

mp

56-58 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear to very slightly hazy, colorless to faintly brownish-yellow

functional group

disulfide

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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General description

Aldrithiol™-2 is a nucleocapsid zinc finger targeting compound and can abrogate the infectivity of human immunodeficiency virus type-1 virions[1]. It is a thiol reagent[2][3].

Application

Aldrithiol™-2 was used in the synthesis of adenosine-5′-phosphoimidazolide[4]. It was employed with PPh3 as a condensing agent in the amidation of carboxylic acid enantiomers for HPLC separation[5][6].
Thiol reagent.[2][3] Employed with PPh3 as a condensing agent in the amidation of carboxylic acid enantiomers for HPLC separation.[5][6]

Legal Information

Aldrithiol is a trademark of Sigma-Aldrich Co. LLC

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2577
BCCK8057
MKCT6173
MKCS9891
BCBN9569V

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Journal of Chromatography A, 662, 87-87 (1994)
J L Rossio et al.
Journal of virology, 72(10), 7992-8001 (1998-09-12)
Whole inactivated viral particles have been successfully used as vaccines for some viruses, but procedures historically used for inactivation can denature virion proteins. Results have been inconsistent, with enhancement of disease rather than protection seen in some notable instances following
Analytical Sciences, 10, 17-17 (1994)
Tetrahedron Letters, 35, 1267-1267 (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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Questions

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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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