INCORPORATION OF ALKYLTHIOL CHAINS AT C-5 OF DEOXYURIDINE

被引：45

作者：

GOODWIN, JT ^{[1
]}

GLICK, GD ^{[1
]}

机构：

[1] UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 35期

关键词：

ALKYLTHIOL-MODIFIED NUCLEOSIDES; DISULFIDE CROSS-LINKS;

D O I：

10.1016/S0040-4039(00)73878-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of alkylthiol-tether homologs at C-5 of 2'-deoxyuridine have been synthesized and incorporated into DNA oligomers through solid-phase DNA phosphoramidite synthesis. DNA-ligand disulfide crosslinks have been initially addressed through formation of an n-butyl-DNA disulfide conjugate.

引用

页码：5549 / 5552

页数：4

共 22 条

[1] SYNTHESIS AND UTILITY OF 5-THIOCYANATO DEOXYURIDINE AND URIDINE PHOSPHORAMIDITES AS MASKED SYNTHONS
BRADLEY, DH
HANNA, MM
[J]. TETRAHEDRON LETTERS, 1992, 33 (42) : 6223 - 6226
[2] STUDIES ON THIONUCLEOTIDES IN TRANSFER RIBONUCLEIC ACID . ADDITION OF N-ETHYLMALEIMIDE AND FORMATION OF MIXED DISULFIDES WITH THIOL COMPOUNDS
CARBON, J
DAVID, H
[J]. BIOCHEMISTRY, 1968, 7 (11) : 3851 - &
[3] LIGATION OF OLIGONUCLEOTIDES TO NUCLEIC-ACIDS OR PROTEINS VIA DISULFIDE BONDS
CHU, BCF
ORGEL, LE
[J]. NUCLEIC ACIDS RESEARCH, 1988, 16 (09) : 3671 - 3691
[4] SEQUENCE-SPECIFIC CLEAVAGE OF SINGLE-STRANDED-DNA - OLIGODEOXYNUCLEOTIDE-EDTA.FE(II)
DREYER, GB
DERVAN, PB
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1985, 82 (04) : 968 - 972
[5] TISSUE SULFHYDRYL GROUPS
ELLMAN, GL
[J]. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1959, 82 (01) : 70 - 77
[6] CHEMICALLY MODIFIED OLIGONUCLEOTIDES AS PROBES AND INHIBITORS
ENGLISCH, U
GAUSS, DH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (06) : 613 - 629
[7] DISULFIDE CROSS-LINKED OLIGONUCLEOTIDES
FERENTZ, AE
VERDINE, GL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) : 4000 - 4002
[8] SYNTHESIS OF 3'-DEOXY-3'-(2-PROPYNYL)THYMIDINE AND 3'-CYANOMETHYL-3'-DEOXYTHYMIDINE, ANALOGS OF AZT
FIANDOR, J
TAM, SY
[J]. TETRAHEDRON LETTERS, 1990, 31 (05) : 597 - 600
[9] OLIGODEOXYNUCLEOTIDES CONTAINING C-5 PROPYNE ANALOGS OF 2'-DEOXYURIDINE AND 2'-DEOXYCYTIDINE
FROEHLER, BC
WADWANI, S
TERHORST, TJ
GERRARD, SR
[J]. TETRAHEDRON LETTERS, 1992, 33 (37) : 5307 - 5310
[10] SYNTHESIS AND APPLICATION OF DERIVATIZABLE OLIGONUCLEOTIDES
GIBSON, KJ
BENKOVIC, SJ
[J]. NUCLEIC ACIDS RESEARCH, 1987, 15 (16) : 6455 - 6467

← 1 2 3 →