Pyridoxal 5'-phosphate → D-Tryptophan

HRID 1416848Notes

Reaction equation

HRID 1416848 reaction equation
[NH2:1][CH:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.CC1C(O)=C(C=O)C(COP(O)(O)=O)=CN=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].N[C@H](C(O)=O)CC1C2C(=CC=CC=2)NC=1>Cl(O)(=O)(=O)=O>[NH2:1][C@@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

6

Reactant 4

HCID 1051Pyridoxal 5'-phosphateHCID 1148Dl-TryptophanHCID 6305L-TryptophanHCID 62657Potassium Phosphate, Tribasic

Product 1

HCID 9060D-Tryptophan

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Conditions

Temperature
37 °C

Procedure

The microbial cells recovered from 10 ml of the culture medium obtained in Examples 1, 2, and 3 were suspended in 10 ml of the reaction medium (2.5 g/L D,L-tryptophan, 0.05 mM pyridoxal 5'-phosphate, 300 mM potassium phosphate buffer (pH 8.0)) and the reaction was carried out with shaking at 37° C. for 20 hours. The optical purity and amount of tryptophan after the reaction were determined with Crown Pak CR(+) (product of Daicel Chemical Industries, Ltd.) using perchloric acid solution (pH 2.0) as eluent at 40° C. The results of the reaction were shown in Table 1.

Workup

  1. customThe microbial cells recovered from 10 ml of the culture medium
  2. customobtained in Examples 1, 2, and 3
  3. customat 40° C
  4. customThe results of the reaction

Sources & evidence

ORD record
ord-2053cf5dc58a413db0bef095e4ead7d5
Source dataset
uspto-grants-1999_06
Patent number
US05916781

Reaction notes

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