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- Umbellic_acid abstract "Umbellic acid (2,4-dihydroxycinnamic acid) is a hydroxycinnamic acid. It is an isomer of caffeic acid.It is a precursor in the umbelliferone biosynthesis pathway. Umbelliferone is a phenylpropanoid and as such is synthesized from L-phenylalanine, which in turn is produced via the shikimate pathway. Phenylalanine is lysated into cinnamic acid, followed by hydroxylation by cinnamate 4-hydroxylase to yield 4-coumaric acid. The 4-coumaric acid is again hydroxylated by cinnamate/coumarate 2-hydroxylase to yield 2,4-dihydroxy-cinnamic acid followed by a bond rotation of the unsaturated bond adjacent to the carboxylic acid group. Finally an intramolecular attack from the hydroxyl group of C2' to the carboxylic acid group closes the ring and forms the lactone umbelliferone. L-phenylalanine Cinnamic acid para-Coumaric acid 2,4-Dihydroxycinnamic acid UmbelliferoneThe enzyme 4-hydroxycinnamate decarboxylase, induced in bacteria species such as Klebsiella oxytoca, works also with p-coumaric acid analogs such as E-2,4-dihydroxycinnamic acid.".
- Umbellic_acid iupacName "(E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid".
- Umbellic_acid thumbnail Acide_2,4-dihydroxycinnamique.svg?width=300.
- Umbellic_acid wikiPageID "37935344".
- Umbellic_acid wikiPageRevisionID "557187339".
- Umbellic_acid hasPhotoCollection Umbellic_acid.
- Umbellic_acid imagealt "Chemical structure of umbellic acid".
- Umbellic_acid imagefile "Acide 2,4-dihydroxycinnamique.svg".
- Umbellic_acid imagesize "200".
- Umbellic_acid iupacname "-3".
- Umbellic_acid othernames "-24".
- Umbellic_acid othernames "-3".
- Umbellic_acid othernames "24".
- Umbellic_acid subject Category:Hydroxycinnamic_acids.
- Umbellic_acid type ChemicalCompound.
- Umbellic_acid type ChemicalSubstance.
- Umbellic_acid type ChemicalObject.
- Umbellic_acid type Thing.
- Umbellic_acid comment "Umbellic acid (2,4-dihydroxycinnamic acid) is a hydroxycinnamic acid. It is an isomer of caffeic acid.It is a precursor in the umbelliferone biosynthesis pathway. Umbelliferone is a phenylpropanoid and as such is synthesized from L-phenylalanine, which in turn is produced via the shikimate pathway. Phenylalanine is lysated into cinnamic acid, followed by hydroxylation by cinnamate 4-hydroxylase to yield 4-coumaric acid.".
- Umbellic_acid label "Umbellic acid".
- Umbellic_acid label "Ácido umbelico".
- Umbellic_acid sameAs Ácido_umbelico.
- Umbellic_acid sameAs m.0p8zxjf.
- Umbellic_acid sameAs Q7881241.
- Umbellic_acid sameAs Q7881241.
- Umbellic_acid wasDerivedFrom Umbellic_acid?oldid=557187339.
- Umbellic_acid depiction Acide_2,4-dihydroxycinnamique.svg.
- Umbellic_acid isPrimaryTopicOf Umbellic_acid.