3-Mercaptopropionic acid

3-Mercaptopropionic acid
Names
IUPAC name
3-Sulfanylpropanoic acid
Other names
3-MPA; 3-Mercaptopropanoic acid; β-Mercaptopropionic acid
Identifiers
3D model (JSmol)
773807
ChEBI
ChEMBL
ChemSpider
EC Number 203-537-0
101294
UNII
Properties
C3H6O2S
Molar mass 106.14 g·mol−1
Density 1.218
Melting point 16.9 °C (62.4 °F; 290.0 K)
Boiling point 111 °C (232 °F; 384 K)
soluble
Solubility ether
Benzene
alcohol
Acidity (pKa) 4.34
1.4911 at 21 °C
Hazards
GHS pictograms
GHS signal word Danger
H290, H301, H314, H318, H332
P234, P260, P261, P264, P270, P271, P280, P301+310, P301+330+331, P303+361+353, P304+312, P304+340, P305+351+338, P310, P312, P321, P330, P363, P390, P404, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3-Mercaptopropionic acid (3-MPA) is an organosulfur compound with the formula HSCH2CH2CO2H. It is a bifunctional molecule, containing both carboxylic acid and thiol groups. It is a colorless oil. It is derived from the addition of hydrogen sulfide to acrylic acid.

Reactions and uses

It is competitive inhibitor of glutamate decarboxylase that act as a convulsant. It has higher potency and faster onset of action compared to allylglycine.[1]

It is used to prepare hydrophilic gold nanoparticles, exploiting the affinity of gold for sulfur ligands.[2]

See also

References

  1. ↑ Horton, R. W; Meldrum, B. S (1973). "Seizures induced by allylglycine, 3-mercaptopropionic acid and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase". British Journal of Pharmacology. 49 (1): 52–63. PMC 1776427. PMID 4207045.
  2. ↑ Subramanian, Vaidyanathan; Wolf, Eduardo E.; Kamat, Prashant V. (2004). "Catalysis with TiO2/Gold Nanocomposites. Effect of Metal Particle Size on the Fermi Level Equilibration". Journal of the American Chemical Society. 126: 4943–4950. doi:10.1021/ja0315199.


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