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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/REAXYS Number:
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).

signalword

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

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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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
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).
Gabriela Galicia-Vázquez et al.
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
Jun Morishita et al.
Journal of neurochemistry, 94(3), 753-762 (2005-07-05)
The endocannabinoid anandamide (N-arachidonoylethanolamine) and other bioactive long-chain N-acylethanolamines are thought to be formed from their corresponding N-acylphosphatidylethanolamines by a specific phospholipase D (NAPE-PLD) in the brain as well as other tissues. However, regional distribution of NAPE-PLD in the brain
Koichi Mitsukura et al.
Bioscience, biotechnology, and biochemistry, 75(9), 1778-1782 (2011-09-08)
The (R)-imine reductase (RIR) of Streptomyces sp. GF3587 was purified and characterized. It was found to be a NADPH-dependent enzyme, and was found to be a homodimer consisting of 32 kDa subunits. Enzymatic reduction of 10 mM 2-methyl-1-pyrroline (2-MPN) resulted
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