L-Phenylalanine → (3S)-3-amino-3-phenylpropanoic acid

HRID 339441

Reaction equation

HRID 339441 reaction equation
N[C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.[NH3:14]>O>[NH2:14][C@@H:3]([CH2:2][C:10]([OH:12])=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 6140L-PhenylalanineHCID 12896473Azane;hydrate

Product 1

HCID 686704(3S)-3-amino-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The reaction solution (250 g) containing 12 weight % (wt %) of L-phenylalanine, a bacterial cell (in an appropriate amount) of MT-11046 produced in Example 1 and water was reacted at 25 degrees centigrade for 24 hours or more. During the reaction, pH of the reaction solution was adjusted to each pH shown in Table 1 with 25% ammonia water. A solid of (S)-β-phenylalanine precipitated under all examined conditions was observed. The reaction yields of (S)-β-phenylalanine in respective pHs are shown in Table 1.

Workup

  1. customwas reacted at 25 degrees centigrade for 24 hours or more
  2. customDuring the reaction, pH of the reaction solution
  3. customA solid of (S)-β-phenylalanine precipitated under all examined conditions

Sources & evidence

ORD record
ord-d5f944b54e944e4cb09dfadf1ea7fc92
Source dataset
uspto-grants-2014_11
Patent number
US08895270B2

Linked notes

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