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143057

Sigma-Aldrich

Aldrithiol™-4

98%

Synonym(s):

4,4′-Dipyridyl disulfide, 4,4′-Dithiodipyridine

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About This Item

Empirical Formula (Hill Notation):
C10H8N2S2
CAS Number:
2645-22-9
Molecular Weight:
220.31
EC Number:
220-158-6
MDL number:
MFCD00006423
UNSPSC Code:
12352100
PubChem Substance ID:
24848571
NACRES:
NA.22

Assay

98%

form

solid

mp

76-78 °C (lit.)

solubility

95% ethanol: soluble 5%, clear, colorless to light yellow

functional group

disulfide

storage temp.

2-8°C

SMILES string

S(Sc1ccncc1)c2ccncc2

InChI

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

InChI key

UHBAPGWWRFVTFS-UHFFFAOYSA-N

Application

  • Aldrithiol™-4 was used as cosubstrate in a study to develop highly specific inhibitors against mannose-binding lectin-associated serine proteases by in vitro evolution technology:phage display.
  • It was used to study the O2 equilibria of recombinant human neuroglobin and cytoglobin measured under close to physiological conditions.
  • It was used to modify gold surfaces for protein studies.

Legal Information

Aldrithiol is a trademark of Sigma-Aldrich Co. LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000371406
0000369358
0000359390
0000349009
0000349010

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Iveta Imriskova-Sosova et al.
Biochemistry, 44(51), 16949-16956 (2005-12-21)
Members of the Sco protein family are implicated in the assembly of the respiratory complex cytochrome c oxidase. Several possible roles have been proposed for Sco: a copper delivery agent, a site-specific thiol reductase, and an indicator of cellular redox
F Peter Guengerich et al.
Biochemistry, 42(37), 10965-10970 (2003-09-17)
The active site cysteine of human O(6)-alkylguanine-DNA alkyltransferase (hAGT), Cys145, was shown to be highly reactive with model electrophiles unrelated to substrates, including 1-chloro-2,4-dinitrobenzene. The high reactivity suggested that the Cys145 thiolate anion might be stable at neutral pH. The
Soong-Yu Kuo et al.
Archives of toxicology, 77(11), 630-637 (2003-08-21)
The effect of oxidants on Ca(2+) movement in osteoblasts is unclear. In this study, we show that 4,4'-dithiodipyridine (4,4'-DTDP), a reactive disulphide that mobilizes Ca(2+) in muscle, induces an increase in cytoplasmic free-Ca(2+) concentrations ([Ca(2+)](i)) in MG63 human osteosarcoma cells
H Reynaldo López-Mirabal et al.
FEMS yeast research, 7(3), 391-403 (2007-01-27)
Dipyridyl disulfide (DPS) is a highly reactive thiol oxidant that functions as electron acceptor in thiol-disulfide exchange reactions. DPS is very toxic to yeasts, impairing growth at low micromolar concentrations. The genes TRX2 (thioredoxin), SOD1 (superoxide dismutase), GSH1 (gamma-glutamyl-cysteine synthetase)
J. Vac. Sci. Technol. B, 12, 1486-1486 (1994)
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