THE PROOLIGONUCLEOTIDE APPROACH .2. SYNTHESIS AND STABILITY STUDIES OF CHIMERIC OLIGONUCLEOTIDE MODELS

被引：15

作者：

BARBER, I ^{[1
]}

TOSQUELLAS, G ^{[1
]}

MORVAN, F ^{[1
]}

RAYNER, B ^{[1
]}

IMBACH, JL ^{[1
]}

机构：

[1] UNIV MONTPELLIER 2,CHIM BIOORGAN LAB,CNRS,URA 488,F-34095 MONTPELLIER 05,FRANCE

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1995年 / 5卷 / 14期

关键词：

D O I：

10.1016/0960-894X(95)00253-P

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Alkylation of a central gap of three phosphorothioate linkages into a dodecathymidine methylphosphonate with different iodoalkyl acylates yielded the corresponding neutral oligonucleotides. Upon incubation of these prooligonucleotides in cell extracts, the bioreversible alkyl acylate masking groups were selectively removed by carboxyesterases present in the milieu.

引用

页码：1441 / 1444

页数：4

共 13 条

[1]

ALDRIGE WN, 1993, CHEM-BIOL INTERACT, V8, P5

[2]

BARBER I, 1995, IN PRESS BIOORG MED

[3] MECHANISMS OF NUCLEOPHILIC SUBSTITUTION IN PHOSPHATE ESTERS [J].

COX, JR ;

RAMSAY, OB .

CHEMICAL REVIEWS, 1964, 64 (04) :317-&

[4]

CROOKE ST, 1992, PHARM MANUFACTURING, P89

[5]

GILES RV, 1993, ANTI-CANCER DRUG DES, V8, P33

[6] HYDROLYSIS OF CARBONATES, THIOCARBONATES, CARBAMATES, AND CARBOXYLIC ESTERS OF ALPHA-NAPHTHOL, BETA-NAPHTHOL, AND P-NITROPHENOL BY HUMAN, RAT, AND MOUSE-LIVER CARBOXYLESTERASES [J].

HUANG, TL ;

SZEKACS, A ;

UEMATSU, T ;

KUWANO, E ;

PARKINSON, A ;

HAMMOCK, BD .

PHARMACEUTICAL RESEARCH, 1993, 10 (05) :639-648

[7]

SPILLER DG, 1992, ANTI-CANCER DRUG DES, V7, P115

[8] ANTISENSE OLIGONUCLEOTIDES AS THERAPEUTIC AGENTS - IS THE BULLET REALLY MAGICAL [J].

STEIN, CA ;

CHENG, YC .

SCIENCE, 1993, 261 (5124) :1004-1012

[9] PROBLEMS IN INTERPRETATION OF DATA DERIVED FROM IN-VITRO AND IN-VIVO USE OF ANTISENSE OLIGODEOXYNUCLEOTIDES [J].

STEIN, CA ;

KRIEG, AM .

ANTISENSE RESEARCH AND DEVELOPMENT, 1994, 4 (02) :67-69

[10] PHOSPHOROTHIOATE OLIGODEOXYNUCLEOTIDES - ANTISENSE INHIBITORS OF GENE-EXPRESSION [J].

STEIN, CA ;

TONKINSON, JL ;

YAKUBOV, L .

PHARMACOLOGY & THERAPEUTICS, 1991, 52 (03) :365-384

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