A CHEMOENZYMATIC SYNTHESIS OF D-MYO-INOSITOL-1,4,5-TRISPHOSPHATE

被引：26

作者：

LING, L

OZAKI, S

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama

来源：

CARBOHYDRATE RESEARCH | 1994年 / 256卷 / 01期

关键词：

D O I：

10.1016/0008-6215(94)84226-4

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：

Enzyme-catalyzed esterification of racemic 2,3-O-cyclohexylidene-myo-inositol (DL-1) proceeded exclusively in 1,4-dioxane to give optically pure L-1-O-acetyl-2,3-O-cyclohexylidene-myo-inositol (L-2) and D-2,3-O-cyclohexylidene-myo-inositol (D-1). A new practical route has been developed for the synthesis of D-myo-inositol 1,4,5-trisphosphate starting from D-1 via selective acylation of the 6-hydroxyl group.

引用

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页码：49 / 58

页数：10

相关论文

共 26 条

[1] THE REGIOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES - EFFICIENT SYNTHESIS OF MYOINOSITOL 1,4,5-TRISPHOSPHATE [J].

AGUILO, A ;

MARTINLOMAS, M ;

PENADES, S .

TETRAHEDRON LETTERS, 1992, 33 (03) :401-404

[2] A CHIRAL SYNTHESIS OF D-MYO-INOSITOL 1-PHOSPHATE STARTING FROM L-QUEBRACHITOL [J].

AKIYAMA, T ;

TAKECHI, N ;

OZAKI, S ;

SHIOTA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (02) :366-372

[3] RECENT DEVELOPMENTS IN THE SYNTHESIS OF MYOINOSITOL PHOSPHATES [J].

BILLINGTON, DC .

CHEMICAL SOCIETY REVIEWS, 1989, 18 (01) :83-122

[4] PRACTICAL SYNTHESIS OF ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES [J].

BRUZIK, KS ;

MYERS, J ;

TSAI, MD .

TETRAHEDRON LETTERS, 1992, 33 (08) :1009-1012

[5] EFFICIENT AND SYSTEMATIC SYNTHESES OF ENANTIOMERICALLY PURE AND REGIOSPECIFICALLY PROTECTED MYOINOSITOLS [J].

BRUZIK, KS ;

TSAI, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) :6361-6374

[6] GENERAL-ASPECTS AND OPTIMIZATION OF ENANTIOSELECTIVE BIOCATALYSIS IN ORGANIC-SOLVENTS - THE USE OF LIPASES [J].

CHEN, CS ;

SIH, CJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (06) :695-707

[7] THE ALLYL GROUP FOR PROTECTION IN CARBOHYDRATE-CHEMISTRY .18. ALLYL AND BENZYL ETHERS OF MYOINOSITOL - INTERMEDIATES FOR THE SYNTHESIS OF MYOINOSITOL TRISPHOSPHATES [J].

GIGG, J ;

GIGG, R ;

PAYNE, S ;

CONANT, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (02) :423-429

[8] ENZYME FUNCTION IN ORGANIC-SOLVENTS [J].

GUPTA, MN .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1992, 203 (1-2) :25-32

[9]

John V. T., 1991, BIOCATAL IND, P193

[10] ASYMMETRIC TRANSFORMATIONS CATALYZED BY ENZYMES IN ORGANIC-SOLVENTS [J].

KLIBANOV, AM .

ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :114-120