反応 #684943

ord-898fca7fd26448acb13e29738e91fadb

反応方程式

O=C(O)C(=O)Cc1ccccc1
phenylpyruvic acid
O=C[O-].[Na+]
sodium formate
NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1
NAD
C[C@](O)(C(=O)O)c1ccccc1
(R)-phenyl lactic acid

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他After completion of the reaction
  2. 2
    workup.WAITthe solution was centrifuged at 12,000 rpm for 3 minutes
  3. 3
    その他to remove cells
  4. 4
    その他obtain the supernatant
  5. 5
    抽出extracted 5 times with 5 mL of ethyl acetate

実験手順

100 mg of the lyophilized, surface expressing E. coli was suspended with 100 mg of phenylpyruvic acid, 7 mg of sodium formate and 1.32 mg of NAD in 10 mL of 0.1 M phosphate buffer (pH 7.0) solution and stirred for 48 hours for reaction. After completion of the reaction, the solution was centrifuged at 12,000 rpm for 3 minutes to remove cells and obtain the supernatant. The obtained solution was adjusted to pH 2.0, extracted 5 times with 5 mL of ethyl acetate and subjected to liquid chromatography (column: Chiralcel OD-H; flow rate: 0.5 mL/min; solvent: Hexane/iso-propanol/tri-fluoroacetic acid=80:20:1 (volume); detection: UV 210 nm). As a result, (R)-phenyl lactic acid with an optical purity of 90% or better was obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07897366B2uspto-grants-2011_03