2-Propenoic acid, 3-phenyl- → L-Phenylalanine

HRID 1726843Notes

Reaction equation

HRID 1726843 reaction equation
[C:1]([OH:11])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH3:12].C(=O)([O-])[O-].[NH4+].[NH4+]>>[NH2:12][C@H:2]([C:1]([OH:11])=[O:10])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 87842-Propenoic acid, 3-phenyl-HCID 86608491HCID 86608491, compound

Product 1

HCID 6140L-Phenylalanine

Conditions

Temperature
30 °C

Procedure

Cells obtained by centrifugation of the culture solution at the stationary phase were resuspended in 1 L of 4 M ammonia/ammonium carbonate (pH 10.3), and 20 g of cinnamic acid was added thereto. The reaction was conducted with stirring at 30° C. and 800 rpm. A part of the reaction solution was sampled every 1 hour, and an amount of L-phenylalanine formed in the reaction solution was determined by HPLC. While a substrate was successively added to keep a substrate concentration at 2%, the reaction was continued. Then, approximately 3.5% L-phenylalanine was accumulated in the reaction solution for approximately 3 hours.

Workup

  1. customCells obtained by centrifugation of the culture solution at the stationary phase
  2. aliquotA part of the reaction solution was sampled every 1 hour

Sources & evidence

ORD record
ord-f49bc844affb4238baad67b515d28743
Source dataset
uspto-grants-2009_02
Patent number
US07494801B2

Reaction notes

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