Pyridoxal 5'-phosphate → beta-Phenylcysteine

HRID 1291983Notes

Reaction equation

HRID 1291983 reaction equation
[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3]O.[C:8]1([SH:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CC1N=CC(COP(O)(O)=O)=C(C=O)C=1O.[OH-].[Na+]>>[C:8]1([S:14][CH2:3][C@@H:2]([C:5]([OH:7])=[O:6])[NH2:1])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 4

HCID 1051Pyridoxal 5'-phosphateHCID 5951L-SerineHCID 7969ThiophenolHCID 14798Sodium Hydroxide

Product 1

HCID 119462beta-Phenylcysteine

Conditions

Temperature
35 °C

Procedure

To 500 g of an aqueous solution containing 10% of L-serine, 10% of thiophenol and 25 ppm of pyridoxal phosphate and having a pH of 10.0 (adjusted with NaOH), the cells were added to a concentration of 0.9% as calculated based on dry cells. The resultant mixture was stirred at 35° C. for 20 hours under a nitrogen gas atmosphere. During this stirring, the stirring power was controlled at 10 W per liter of the reaction mixture. The molar yield of S-phenyl-L-cysteine so formed was 85% based on the charged L-serine.

Workup

  1. additionthe cells were added to a concentration of 0.9%
  2. customon dry cells

Sources & evidence

ORD record
ord-368000dbd65a43499e4b9c8ac578bf72
Source dataset
uspto-grants-1998_05
Patent number
US05756319

Reaction notes

Loading…