PREPARATION OF OLIGONUCLEOTIDES CONTAINING DAICA USING AN UNEXPECTED SIDE-REACTION OBSERVED ON A PROTECTED DERIVATIVE OF 2-AZA-2'-DEOXYINOSINE

被引：12

作者：

FERNANDEZFORNER, D

ERITJA, R

BARDELLA, F

RUIZPEREZ, C

SOLANS, X

GIRALT, E

PEDROSO, E

机构：

[1] CSIC,CID,DEPT MOLEC GENET,JORDI GIRONA 18-26,E-08034 BARCELONA,SPAIN

[2] UNIV BARCELONA,DEPT QUIM ORGAN,E-08025 BARCELONA,SPAIN

[3] UNIV BARCELONA,DEPT CRISTALOG MINERAL & DIPOSITS MINERALS,E-08025 BARCELONA,SPAIN

来源：

TETRAHEDRON | 1991年 / 47卷 / 42期

关键词：

D O I：

10.1016/S0040-4020(01)81004-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Attempts of synthesis of oligonucleotides containing 2-aza-2'-deoxyinosine protected with the N,N-diphenylcarbamoyl group are described. An unexpected behaviour of the protected nucleoside can be used for the introduction of dAICA in synthetic oligonucleotides.

引用

页码：8917 / 8930

页数：14

共 20 条

[1] [Anonymous], 1974, INT TABLES XRAY CRYS, VIV, p[99, 149]
[2] SITE-SPECIFICALLY MODIFIED OLIGODEOXYNUCLEOTIDES AS PROBES FOR THE STRUCTURAL AND BIOLOGICAL EFFECTS OF DNA-DAMAGING AGENTS
BASU, AK
ESSIGMANN, JM
[J]. CHEMICAL RESEARCH IN TOXICOLOGY, 1988, 1 (01) : 1 - 18
[3] CARUTHERS MH, 1987, METHOD ENZYMOL, V154, P287
[4] STUDIES IN THE PROTECTION AND SELECTIVE DEPROTECTION OF 5-AMINO-1-BETA-D-RIBOFURANOSYLIMIDAZOLE-4-CARBOXAMIDE (AICA-RIBOSIDE)
CHAMBERS, RD
BRYCE, MR
MULLINS, ST
PARKIN, A
[J]. NUCLEOSIDES & NUCLEOTIDES, 1988, 7 (03): : 339 - 346
[5] CHEMICALLY MODIFIED OLIGONUCLEOTIDES AS PROBES AND INHIBITORS
ENGLISCH, U
GAUSS, DH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (06) : 613 - 629
[6] SYNTHESIS AND PROPERTIES OF OLIGONUCLEOTIDES CONTAINING 2'-DEOXYNEBULARINE AND 2'-DEOXYXANTHOSINE
ERITJA, R
HOROWITZ, DM
WALKER, PA
ZIEHLERMARTIN, JP
BOOSALIS, MS
GOODMAN, MF
ITAKURA, K
KAPLAN, BE
[J]. NUCLEIC ACIDS RESEARCH, 1986, 14 (20) : 8135 - 8153
[7] A NEW LIGHT ON THE PHOTO-DECOMPOSITION OF THE ANTI-TUMOR DRUG DTIC
HORTON, JK
STEVENS, MFG
[J]. JOURNAL OF PHARMACY AND PHARMACOLOGY, 1981, 33 (12) : 808 - 811
[8] SYNTHESIS OF A DODECARIBONUCLEOTIDE, GUAUCAAUAAUG, BY USE OF FULLY PROTECTED RIBONUCLEOTIDE BUILDING-BLOCKS
KAMIMURA, T
TSUCHIYA, M
URAKAMI, K
KOURA, K
SEKINE, M
SHINOZAKI, K
MIURA, K
HATA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (16) : 4552 - 4557
[9] AZAPURINE NUCLEOSIDES .3. SYNTHESIS OF 7-BETA-D-RIBOFURANOSYL)IMIDAZO[4,5-D]-V-TRIAZIN-4-ONE(2-AZAINOSINE) AND RELATED DERIVATIVES
KAWANA, M
ROUSSEAU, RJ
IVANOVIC.GA
ROBINS, RK
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (08) : 841 - &
[10] SYNTHESIS AND DUPLEX STABILITY OF OLIGONUCLEOTIDES CONTAINING CYTOSINE-THYMINE ANALOGS
LIN, PKT
BROWN, DM
[J]. NUCLEIC ACIDS RESEARCH, 1989, 17 (24) : 10373 - 10383

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