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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

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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Shwu-Jiuan Sheu et al.
Investigative ophthalmology & visual science, 44(3), 1237-1244 (2003-02-26)
To identify the mechanisms by which oxidative stress with oxidizing agents alters the activity of ion channels in human retinal pigment epithelial (RPE) cells. The effects of oxidizing agents on ion currents were investigated in human RPE R-50 cells with
Nikitas Bistolas et al.
Biochemical and biophysical research communications, 314(3), 810-816 (2004-01-27)
The spectroelectrochemistry of camphor-bound cytochrome P450cam (P450cam) using gold electrodes is described. The electrodes were modified with either 4,4(')-dithiodipyridin or sodium dithionite. Electrolysis of P450cam was carried out when the enzyme was in solution, while at the same time UV-visible
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
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)
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
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