Deracemization of racemic 4-pyridyl-1-ethanol by Catharanthus roseus cell cultures

被引：16

作者：

Takemoto, M ^{[1
]}

Achiwa, K ^{[1
]}

机构：

[1] Univ Shizuoka, Sch Pharmaceut Sci, Shizuoka 4228526, Japan

来源：

PHYTOCHEMISTRY | 1998年 / 49卷 / 06期

关键词：

Catharanthus roseus; Apocynaceae; cell cultures; stereoinversion; reduction; chiral; 4-pyridyl-1-ethanol;

D O I：

10.1016/S0031-9422(98)00241-6

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Immobilized cells of Catharanthus roseus synthesized (R)-4-pyridyl-1-ethanol from the corresponding racemate in 100% yield by stereoinversion of the (S)-alcohol in the racemate to the (R)-alcohol. Furthermore, in the reduction of 4-acetylpyridine, we could synthesize both (R) and (S)-4-pyridyl-1-ethanol during a short or a long incubation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1627 / 1629

页数：3

共 11 条

[1] NUTRIENT REQUIREMENTS OF SUSPENSION CULTURES OF SOYBEAN ROOT CELLS [J].

GAMBORG, OL ;

MILLER, RA ;

OJIMA, K .

EXPERIMENTAL CELL RESEARCH, 1968, 50 (01) :151-+

[2] THE REDUCTIVE TRANSFORMATION OF DECANONES WITH IMMOBILIZED CELLS OF NICOTIANA-TABACUM [J].

HAMADA, H ;

UMEDA, N ;

OTSUKA, N ;

KAWABE, S .

PLANT CELL REPORTS, 1988, 7 (07) :493-494

[3] HIGH-YIELD PRODUCTION OF OPTICALLY-ACTIVE 1,2-DIOLS FROM THE CORRESPONDING RACEMATES BY MICROBIAL STEREOINVERSION [J].

HASEGAWA, J ;

OGURA, M ;

TSUDA, S ;

MAEMOTO, S ;

KUTSUKI, H ;

OHASHI, T .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1990, 54 (07) :1819-1827

[4]

Kutney JP, 1996, HETEROCYCLES, V42, P479

[5] MICROBIAL DERACEMIZATION OF 1-ARYLETHANOL [J].

NAKAMURA, K ;

INOUE, Y ;

MATSUDA, T ;

OHNO, A .

TETRAHEDRON LETTERS, 1995, 36 (35) :6263-6266

[6] BIOTRANSFORMATION OF SOME KETO ESTERS THROUGH THE CONSECUTIVE REUSE OF IMMOBILIZED NICOTIANA-TABACUM CELLS [J].

NAOSHIMA, Y ;

AKAKABE, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (17) :4237-4239

[7] PREPARATION OF OPTICALLY PURE PYRIDYL-1-ETHANOLS [J].

SEEMAYER, R ;

SCHNEIDER, MP .

TETRAHEDRON-ASYMMETRY, 1992, 3 (07) :827-830

[8] ENANTIOSELECTIVITY IN THE HYDROLYSIS OF BICYCLIC MONOTERPENE ACETATES WITH THE CULTURED-CELLS OF NICOTIANA-TABACUM [J].

SUGA, T ;

HIRATA, T ;

IZUMI, S .

PHYTOCHEMISTRY, 1986, 25 (12) :2791-2792

[9]

TAKEMOTO M, 1995, CHEM PHARM BULL, V43, P1458, DOI 10.1248/cpb.43.1458

[10] The synthesis of optically active pyridyl alcohols from the corresponding racemates by Catharanthus roseus cell cultures [J].

Takemoto, M ;

Achiwa, K .

TETRAHEDRON-ASYMMETRY, 1995, 6 (12) :2925-2928

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