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Sigma-Aldrich

Aldrithiol™-2

98%

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Synonym(s):
2,2′-Dithiodipyridine, 2,2′-Dipyridyl disulfide
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

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

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. It is a thiol reagent.

Application

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

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Journal of Chromatography A, 662, 87-87 (1994)
Analytical Sciences, 10, 17-17 (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
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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