Phloretic acid

Phloretic acid
Chemical structure of phloretic acid
Names
IUPAC name
3-(4-Hydroxyphenyl)propanoic acid
Other names
3-(4-Hydroxyphenyl)propanoic acid
Desaminotyrosine
Hydro-p-coumaric acid
Phloretate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.211
EC Number 207-931-3
KEGG
MeSH C008869
Properties
C9H10O3
Molar mass 166.18 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phloretic acid is a phenolic compound.

Metabolism

The enzyme phloretin hydrolase uses phloretin and H2O to produce phloretate and phloroglucinol.

It is found in the rumen of sheep fed with dried grass and is produced by hydrogenation of the 2-propenoic side chain of p-coumaric acid.[1] It is also an urinary metabolite of tyrosine in rats.[2]

Uses

It can be used to produce polyesters based on phloretic acid and gallic acid.[3]

References

  1. Chesson, A; Stewart, CS; Wallace, RJ (1982). "Influence of plant phenolic acids on growth and cellulolytic activity of rumen bacteria". Applied and Environmental Microbiology. 44 (3): 597–603. PMC 242064Freely accessible. PMID 16346090.
  2. Booth AN, Masri MS, Robbins DJ, Emerson OH, Jones FT, Deeds F (1960). "Urinary phenolic acid metabolities of tyrosine". Journal of Biological Chemistry. 235 (9): 2649–2652.
  3. Reina, Antonio; Gerken, Andreas; Zemann, Uwe; Kricheldorf, Hans R. (1999). "New polymer syntheses, 101. Liquid-crystalline hyperbranched and potentially biodegradable polyesters based on phloretic acid and gallic acid". Macromolecular Chemistry and Physics. 200 (7): 1784–1791. doi:10.1002/(SICI)1521-3935(19990701)200:7<1784::AID-MACP1784>3.0.CO;2-B.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.