Phosphate → Ethyl 2-hydroxycyclohexane-1-carboxylate

HRID 1586648

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HRID 1586648 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10][CH2:11][CH3:12])=[O:9].C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O)C=2N=1.P([O-])([O-])([O-])=O.O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O>>[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

참가 물질

5

실험 절차

The asymmetric reduction of ethyl 2-oxocyclohexanecarboxylate was carried out by using this reductase (2). Namely, 4 ml of the reaction mixture containing the reductase (2) (2U), NADPH (0.8 μmol), ethyl 2-oxocyclohexanecarboxylate (100 μmol, 17 mg), phosphate buffer solution (pH 7.0, 400 μmol), glucose dehydrogenase (the same enzyme as that used in Example 4; 2U) and glucose (100,μmol) was incubated at 30° C. with gentle shaking to promote the reaction. After 4 hour-incubation, the reaction mixture was extracted according to the same manner as in Example 3. The extract was analyzed by gas chromatography described in Example 1. As a result, the yield of the cis isomer was 17.0 mg (reduction yield >99%), and neither the remaining substrate nor the trans isomer was detected. On the other hand, the extract above was distilled off according to the the same manner as in Example 3 to obtain the reduction product, ethyl 2-hydroxycyclohexanecarboxylate. The resulting reduction product was analyzed by high performance liquid chromatography described in Example 1. As a result, only the cis 2 isomer was detected and no other isomers were detected.

후처리

  1. customwas incubated at 30° C.
  2. customthe reaction
  3. extractionthe reaction mixture was extracted
  4. extractionOn the other hand, the extract
  5. distillationabove was distilled off

출처 및 근거

ORD 기록
ord-76a27aa854014dc3a9b0e7b6d85797de
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05215919

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