Pyridoxal 5'-phosphate → D-Tryptophan

HRID 1416849Notes

Reaction equation

HRID 1416849 reaction equation
P([O-])([O-])([O-])=O.[K+].[K+].[K+].[NH2:9][CH:10]([C:21]([OH:23])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1.CC1C(O)=C(C=O)C(COP(O)(O)=O)=CN=1.N[C@H](C(O)=O)CC1C2C(=CC=CC=2)NC=1>Cl(O)(=O)(=O)=O>[NH2:9][C@@H:10]([C:21]([OH:23])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=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

To 9 ml of the culture medium obtained in Examples 1, 2 and 3 were added 1 ml of 1 M potassium phosphate buffer (pH 8.0), 0.025 g of D,L-tryptophan, 50 μl of 10 mM pyridoxal 5'-phosphate. The mixture was allowed to react 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. (In Table 1, data of Cellulomonas sp., Corynebacterium ammoniagenes, Providencia rettgeri, and Serratia grimesii were obtained in this Example.)

Workup

  1. customTo 9 ml of the culture medium obtained in Examples 1, 2 and 3
  2. customto react
  3. customat 40° C
  4. customThe results of the reaction

Sources & evidence

ORD record
ord-2f919ab336d7491fbed534eefc05a926
Source dataset
uspto-grants-1999_06
Patent number
US05916781

Reaction notes

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