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Merck
CN

25010

4-Chloromercuribenzoic acid

≥96.0% (Hg)

Synonym(s):

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

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About This Item

Linear Formula:
ClHgC6H4CO2H
CAS Number:
Molecular Weight:
357.16
EC Number:
200-442-6
UNSPSC Code:
12352202
MDL number:
Beilstein/REAXYS Number:
3662892
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InChI key

YFZOUMNUDGGHIW-UHFFFAOYSA-M

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

SMILES string

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

assay

≥96.0% (Hg)

mp

287 °C (dec.) (lit.)

Application

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

Other Notes

For the preparation of 4-hydroxymercuriobenzoate by neutralisation (appeared mistakenly as p-chloromercuriobenzoate, PCMB in earlier literature). Modifies mercapto groups in proteins, can be used for their determination

Regulatory Information

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Fumiaki Takeuchi et al.
Journal of bioscience and bioengineering, 99(6), 586-591 (2005-10-20)
Acidithiobacillus ferrooxidans MON-1 which is highly resistant to Hg2+ could grow in a ferrous sulfate medium (pH 2.5) with 0.1 microM p-chloromercuribenzoic acid (PCMB) with a lag time of 2 d. In contrast, A. ferrooxidans AP19-3 which is sensitive to
The role of sulfhydryl groups in functioning of components of adenylate cyclase signal system in smooth muscles of the mollusk Anodonta cygnea (effect of N-ethylmaleimide and p-chloromercuribenzoic acid)
Shpakov A.O., and Derkach, K.V.
Tsitologia, 41, 499-505 (1999)
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
M C de Castillo et al.
Revista latinoamericana de microbiologia, 43(2), 70-75 (2006-10-26)
beta-Lactamase was isolated from Neisseria gonorrhoeae, obtained from male patients with gonococcic urethritis. Biochemical properties of the enzyme were studied. The enzyme was purified 38-fold by ammonium sulphate precipitation and using Sephadex G75 and DEAE-cellulose columns. The purified extract exhibited
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).

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