SELECTIVE AMINOACYLATION OF NUCLEOSIDES THROUGH AN ENZYMATIC-REACTION WITH OXIME AMINOACYL ESTERS

被引：17

作者：

MORIS, F ^{[1
]}

GOTOR, V ^{[1
]}

机构：

[1] UNIV OVIEDO,FAC QUIM,DEPT QUIM ORGAN & INORGAN,E-33071 OVIEDO,SPAIN

来源：

TETRAHEDRON | 1994年 / 50卷 / 23期

关键词：

NUCLEOSIDES; OXIME AMINOACYL ESTERS; ENZYMATIC AMINOACYLATION; REGIOSELECTIVITY;

D O I：

10.1016/S0040-4020(01)81345-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-protected aminoacyl acetoxime esters are useful agents for enzymatic aminoacylation of 2'-deoxy- and ribo-nucleosides. In both cases, 5'-O-derivatives can be prepared if the lipase used is SP 435 (from Candida antarctica) whereas 3'-O-isomers from 2'-deoxynucleosides are obtained with Pseudomonas cepacia.

引用

页码：6927 / 6934

页数：8

共 19 条

[11] PEPTIDE-SYNTHESIS CATALYZED BY LIPASES IN ANHYDROUS ORGANIC-SOLVENTS [J].

MARGOLIN, AL ;

KLIBANOV, AM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (12) :3802-3804

[12] AMINOACYLATION OF NUCLEOSIDES - MITSUNOBU CONDITIONS VERSUS CHEMOENZYMATIC ROUTE [J].

MONTERO, JL ;

CRITON, M ;

DEWYNTER, GF ;

IMBACH, JL .

TETRAHEDRON LETTERS, 1991, 32 (39) :5357-5358

[13] ENZYMATIC ACYLATION AND ALKOXYCARBONYLATION OF ALPHA-NUCLEOSIDES, XYLO-NUCLEOSIDES, ANHYDRO-NUCLEOSIDES, AND ARABINO-NUCLEOSIDES [J].

MORIS, F ;

GOTOR, V .

TETRAHEDRON, 1993, 49 (44) :10089-10098

[14] LIPASE-MEDIATED ALKOXYCARBONYLATION OF NUCLEOSIDES WITH OXIME CARBONATES [J].

MORIS, F ;

GOTOR, V .

TETRAHEDRON, 1992, 48 (45) :9869-9876

[15] A USEFUL AND VERSATILE PROCEDURE FOR THE ACYLATION OF NUCLEOSIDES THROUGH AN ENZYMATIC-REACTION [J].

MORIS, F ;

GOTOR, V .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) :653-660

[16] A NOVEL AND CONVENIENT ROUTE TO 3'-CARBONATES FROM UNPROTECTED 2'-DEOXYNUCLEOSIDES THROUGH AN ENZYMATIC-REACTION [J].

MORIS, F ;

GOTOR, V .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) :2490-2492

[17] AMINOACYL DERIVATIVES OF NUCLEOSIDES, NUCLEOTIDES, AND POLYNUCLEOTIDES .17. POSSIBLE USE OF N,N'-THIOCARBONYLDIIMIDAZOLE FOR SYNTHESIS OF 2'(3')-O-AMINOACYLNUCLEOTIDES [J].

PURYGIN, PP ;

LALETINA, ZP .

BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1983, 32 (11) :2356-2358

[18] STUDIES ON POLYNUCLEOTIDES .20. AMINO ACID ACCEPTOR RIBONUCLEIC ACIDS .1. SYNTHESIS AND PROPERTIES OF 2' (OR 3')-O-(DL-PHENYLALANYL)-ADENOSINE, 2'(OR 3')-O-(DL-PHENYLALANYL)-URIDINE AND RELATED COMPOUNDS [J].

RAMMLER, DH ;

KHORANA, HG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (13) :1997-&

[19]

SALSER JS, 1968, CANCER RES, V28, P595

← 1 2 →