Phloretic acid
Names | |
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IUPAC name
3-(4-Hydroxyphenyl)propanoic acid | |
Other names
3-(4-Hydroxyphenyl)propanoic acid Desaminotyrosine Hydro-p-coumaric acid Phloretate | |
Identifiers | |
501-97-3 | |
3D model (Jmol) | Interactive image |
ChEBI | CHEBI:32980 |
ChemSpider | 9965 |
ECHA InfoCard | 100.007.211 |
EC Number | 207-931-3 |
KEGG | C01744 |
MeSH | C008869 |
PubChem | 10394 |
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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
- ↑ 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 242064. PMID 16346090.
- ↑ 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.
- ↑ 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.
External links
- Media related to Phloretic acid at Wikimedia Commons
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