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4-Chloromercuribenzoic acid

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4-Chloromercuribenzoic acid[1]
Names
IUPAC name
(4-Carboxyphenyl)chloromercury
Other names
p-Chloromercurybenzoic acid; p-Chloromercuribenzoate; 4-Chloromercuribenzoate
Identifiers
3D model (JSmol)
Abbreviations PCMB
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.402 Edit this at Wikidata
  • 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 checkY
    Key: YFZOUMNUDGGHIW-UHFFFAOYSA-M checkY
  • InChI=1/C7H5O2.ClH.Hg/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);1H;/q;;+1/p-1/rC7H5ClHgO2/c8-9-6-3-1-5(2-4-6)7(10)11/h1-4H,(H,10,11)
    Key: YFZOUMNUDGGHIW-PSWPUYSSAS
  • O=C(O)c1ccc([Hg]Cl)cc1
Properties
C7H5ClHgO2
Molar mass 357.16 g·mol−1
Melting point 287 °C (549 °F; 560 K) (dec.)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

4-Chloromercuribenzoic acid (p-chloromercuribenzoic acid, PCMB) is an organomercury compound that is used as a protease inhibitor, especially in molecular biology applications.

PCMB reacts with thiol groups in proteins and is therefore an inhibitor of enzymes that are dependent on thiol reactivity, including cysteine proteases such as papain and acetylcholinesterase. Because of this reactivity with thiols, PCMB is also used in titrimetric quantification of thiol groups in proteins.

See also

References