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4-Mercaptophenylacetic acid

From Wikipedia, the free encyclopedia
4-Mercaptophenylacetic acid
Names
IUPAC name
2-(4-sulfanylphenyl)acetic acid
Preferred IUPAC name
(4-Sulfanylphenyl)acetic acid
Other names
2-(4-Mercaptophenyl)acetic acid
4-Mercaptophenylacetic acid
MPAA
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.156.056 Edit this at Wikidata
UNII
  • InChI=1S/C8H8O2S/c9-8(10)5-6-1-3-7(11)4-2-6/h1-4,11H,5H2,(H,9,10)
    Key: ORXSLDYRYTVAPC-UHFFFAOYSA-N
  • C1=CC(=CC=C1CC(=O)O)S
Properties
HSC6H4CH2CO2H
Molar mass 168.21 g/mol
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H315, H318, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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MPAA (4-Mercaptophenylacetic acid) is a redox buffer that increases the folding rate of disulfide-containing proteins.

MPAA is also used in native chemical ligation as a thiol catalyst.