4-Chloromercuribenzoic acid

(Redirected from Chloromercuribenzoate)

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

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
3662892
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.402 Edit this at Wikidata
EC Number
  • 200-442-6
261316
KEGG
UNII
  • 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.)
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H300, H310, H330, H373, H410
P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
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 ?)

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

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References

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