L-Phenylalanine → Cinnamic Acid

HRID 845193Notes

Reaction equation

HRID 845193 reaction equation
N.N[C@H:3]([C:11]([OH:13])=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.N[C@H](C(O)=O)CC1C=CC=CC=1>>[C:11]([OH:13])(=[O:12])/[CH:3]=[CH:4]/[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 6140L-PhenylalanineHCID 66686818HCID 66686818, compound

Product 1

HCID 444539Cinnamic AcidYield 70%

Procedure

L-phenylalanine ammonia-lyase (PAL; EC 4.3.1.5.), is an enzyme found in several plants and also in yeast. It catalyzes the deamination of L-phenylalanine to give trans-cinnamic acid. In 1981, Yamada et al in Applied and Environmental Biology, 42:773-778 (1981) described the use of PAL for the rapid conversion of trans-cinnamic acid to L-phenylalanine, with a conversion yield of above 70%. This publication opened the way to investigate and apply commercially, the use of PAL for the production of phenylalanine.

Sources & evidence

ORD record
ord-fc324afd86a74abf955d2a7c93b81cd0
Source dataset
uspto-grants-1988_07
Patent number
US04757015

Reaction notes

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