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C5913

Sigma-Aldrich

4-Chloromercuribenzoic acid

cysteine active site modifier

Synonym(s):

4-(Chloromercurio)benzoic acid, 4-(Hydroxymercuri)benzoic acid

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About This Item

Linear Formula:
ClHgC6H4CO2H
CAS Number:
59-85-8
Molecular Weight:
357.16
Beilstein:
3662892
EC Number:
200-442-6
MDL number:
MFCD00002526
UNSPSC Code:
12352202
PubChem Substance ID:
24278323
NACRES:
NA.77

description

cysteine active site modifier

Assay

≥98.5% (HPLC)

form

powder

mp

287 °C (dec.) (lit.)

solubility

1 M NaOH: 20 mg/mL, clear, colorless

SMILES string

OC(=O)c1ccc([Hg]Cl)cc1

InChI

1S/C7H5O2.ClH.Hg/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);1H;/q;;+1/p-1

InChI key

YFZOUMNUDGGHIW-UHFFFAOYSA-M

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Application

Can be used to inhibit some enzymes that require unmodified cysteine residues (e.g., adenylyl cyclase).

Disclaimer

For U.S. Customers: Contains mercury; Do not place in trash - dispose according to local, state, or federal laws.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8646
STBJ7475
076K1087
125K1080
102H3641

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Sigma-Aldrich

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Analytical biochemistry, 384(1), 180-188 (2008-10-18)
Protein-RNA interactions are involved in all facets of RNA biology. The identification of small molecules that selectively block such bimolecular interactions could provide insight into previously unexplored steps of gene regulation. Such is the case for regulation of eukaryotic protein
Vardan T Karamyan et al.
European journal of pharmacology, 590(1-3), 87-92 (2008-06-24)
In the present study the existence of a non-AT(1), non-AT(2) angiotensin (Ang) binding site unmasked by the organomercurial protease inhibitor p-chloromercuribenzoate (PCMB) was demonstrated in mouse brain membranes, consistent with observations previously reported in the rat (Karamyan and Speth, 2007b).
Sravanthi Cheeti et al.
International journal of pharmaceutics, 325(1-2), 48-54 (2006-08-05)
This study was aimed to identify the monocarboxylate transporters (MCTs) in HeLa cells and to delineate their role in transportation of L-lactic acid. The functional role of MCTs in lactic acid transport was evaluated at various mucosal pHs (4.5-7.4) or
Margaret Yole et al.
Toxicology, 231(1), 40-57 (2007-01-11)
The effects of 1 min-4 h exposures to four Hg compounds (mercuric chloride [HgCl2], methyl mercuric chloride [CH3HgCl], p-chloromercuribenzoate [p-CMB] and thimerosal [TMS; ethylmercurithiosalicylate]) on cell death, microtubules, actin, CD3 receptor expression, protein tyrosine phosphorylation (PTyr-P) and intracellular calcium ([Ca2+]i)
Suresh Katragadda et al.
International journal of pharmaceutics, 320(1-2), 104-113 (2006-05-25)
The aim of this study is to identify the class of enzymes responsible for the hydrolysis of amino acid and dipeptide prodrugs of acyclovir (ACV) and to modulate transport and metabolism of amino acid and dipeptide prodrugs of acyclovir by
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