(+)-Lariciresinol → (+)-Pinoresinol (+)-Lariciresinol

HRID 988076

반응식

HRID 988076 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@H:10]2[O:17][CH2:16][C@H:15]3[C@@H:11]2[CH2:12][O:13][C@H:14]3[C:18]2[CH:19]=[CH:20][C:21]([OH:26])=[C:22]([O:24][CH3:25])[CH:23]=2)[CH:6]=[CH:7][C:8]=1[OH:9].[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH2:36][C@@H:37]2[C@H:41]([CH2:42][OH:43])[C@@H:40]([C:44]3[CH:45]=[CH:46][C:47]([OH:52])=[C:48]([O:50][CH3:51])[CH:49]=3)[O:39][CH2:38]2)[CH:32]=[CH:33][C:34]=1[OH:35]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@@H:10]2[O:17][CH2:16][C@@H:15]3[C@H:11]2[CH2:12][O:13][C@H:14]3[C:18]2[CH:19]=[CH:20][C:21]([OH:26])=[C:22]([O:24][CH3:25])[CH:23]=2)[CH:6]=[CH:7][C:8]=1[OH:9].[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH2:36][C@@H:37]2[C@H:41]([CH2:42][OH:43])[C@@H:40]([C:44]3[CH:45]=[CH:46][C:47]([OH:52])=[C:48]([O:50][CH3:51])[CH:49]=3)[O:39][CH2:38]2)[CH:32]=[CH:33][C:34]=1[OH:35]

참가 물질

4

반응물 2

HCID 332427(+)-LariciresinolHCID 637584Epipinoresinol2회

생성물 1

HCID 131722472(+)-Pinoresinol (+)-Lariciresinol

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
30 °C

실험 절차

Enzyme Assays. Pinoresinol and lariciresinol reductase activities were assayed by monitoring the formation of [3H]lariciresinol and [3H]secoisolariciresinol as set forth in Example 8, with the following modifications. Briefly, each assay for pinoresinol reductase activity consisted of (±)-pinoresinols (5 mM in MeOH, 20 μl) and the enzyme preparation (i.e., total protein extract from E. coli, 210 μl). The enzymatic reaction was initiated by addition of [4R-3H]NADPH (10 mM, 6.79 kBq/mmol in distilled H2O, 20 μl). After 3 hour incubation at 30° C. with shaking, the assay mixture was extracted with EtOAc (500 μl) containing (±)-lariciresinols (20 μg) and (±)-secoisolariciresinols (20 μg) as radiochemical carriers. After centrifugation (13,800×g, 5 min), the EtOAc solubles were removed and the extraction procedure was repeated. For each assay, the EtOAc solubles were combined with an aliquot (100 μl) removed for determination of its radioactivity using liquid scintillation counting. The remainder of the combined EtOAc solubles was evaporated to dryness in vacuo, reconstituted in MeOH/H2O (30:70, 100 μl) and subjected to reversed phase and chiral column HPLC.

후처리

  1. customthe enzyme preparation (i.e., total protein extract from E. coli, 210 μl)
  2. customThe enzymatic reaction
  3. extractionthe assay mixture was extracted with EtOAc (500 μl)
  4. additioncontaining (±)-lariciresinols (20 μg) and (±)-secoisolariciresinols (20 μg) as radiochemical carriers
  5. customAfter centrifugation (13,800×g, 5 min), the EtOAc solubles were removed
  6. extractionthe extraction procedure
  7. customremoved for determination of its radioactivity
  8. customThe remainder of the combined EtOAc solubles was evaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-3355eda6ba77466bab8234bb86e7bfad
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06635459B1

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