Ammonium Hydroxide → L-Phenylalanine

HRID 1076459Notes

Reaction equation

HRID 1076459 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.[Cl-].[NH4+:13].[OH-].[NH4+]>O>[NH2:13][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

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 444539Cinnamic Acid

Product 1

HCID 6140L-PhenylalanineYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
37 °C

Procedure

A suspension of 14.74 g of wet immobilized cells of Example 14 in 30 ml of water containing 2.25 g of trans-cinnamic acid, 652 mg of ammonium chloride and 3.3 ml of concentrated ammonium hydroxide was adjusted to pH 9.5. The mixture was shaken at 37°C for 18 hours giving about 90% yield of L-phenylalanine, based on recovered cinnamic acid. The reaction solids were filtered and washed with water to give 14 g of wet immobilized cells containing 77% of their original phenylalanine ammonia-lyase activity. The L-phenylalanine was isolated from the filtrate using standard procedures.

Sources & evidence

ORD record
ord-afec411fbd2940f9a31c5ba1f17fb8f4
Source dataset
uspto-grants-1976_05
Patent number
US03957580

Reaction notes

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