Molecular design for a pinpoint RNA scission. Interposition of oligoamines between two DNA oligomers

被引：51

作者：

Endo, M ^{[1
]}

Azuma, Y ^{[1
]}

Saga, Y ^{[1
]}

Kuzuya, A ^{[1
]}

Kawai, G ^{[1
]}

Komiyama, M ^{[1
]}

机构：

[1] UNIV TOKYO,GRAD SCH ENGN,DEPT CHEM & BIOTECHNOL,BUNKYO KU,TOKYO 113,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 04期

关键词：

D O I：

10.1021/jo9611780

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphoramidite monomers having a benzyl or ethyl ester in the side chain have been synthesized for the facile and selective functionalization of oligonucleotides. Various amino compounds were incorporated into the desired sites in oligonucleotides by aminolysis of the esters. The conjugates, in which oligoamines (catalysts for RNA hydrolysis) were interposed between two oligonucleotides, hydrolyzed RNA substrates at exactly the target sites, which was consistent with the results of a computer-modeling study.

引用

页码：846 / 852

页数：7

共 28 条

[1] ULTRAVIOLET CIRCULAR-DICHROISM OF SOME NATURAL DNAS AND AN ANALYSIS OF SPECTRA FOR SEQUENCE INFORMATION [J].

ALLEN, FS ;

TINOCO, I ;

GRAY, DM ;

ROBERTS, GP .

BIOPOLYMERS, 1972, 11 (04) :853-&

[2] SEQUENCE-SPECIFIC CLEAVAGE OF HIV MESSENGER-RNA BY A RIBOZYME MIMIC [J].

BASHKIN, JK ;

FROLOVA, EI ;

SAMPATH, US .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) :5981-5982

[3] THE CHEMISTRY OF SELF-SPLICING RNA AND RNA ENZYMES [J].

CECH, TR .

SCIENCE, 1987, 236 (4808) :1532-1539

[4] ANTISENSE OLIGONUCLEOTIDES [J].

DEMESMAEKER, A ;

HANER, R ;

MARTIN, P ;

MOSER, HE .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (09) :366-374

[5] DESIGN OF SEQUENCE-SPECIFIC DNA-BINDING MOLECULES [J].

DERVAN, PB .

SCIENCE, 1986, 232 (4749) :464-471

[6] A NOVEL PHOSPHORAMIDITE FOR THE SITE-SELECTIVE INTRODUCTION OF FUNCTIONAL-GROUPS INTO OLIGONUCLEOTIDES VIA VERSATILE TETHERS [J].

ENDO, M ;

SAGA, Y ;

KOMIYAMA, M .

TETRAHEDRON LETTERS, 1994, 35 (32) :5879-5882

[7] Novel phosphoramidite monomer for the site-selective incorporation of a diastereochemically pure phosphoramidate to oligonucleotide [J].

Endo, M ;

Komiyama, M .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06) :1994-2000

[8] USE OF A THIOL TETHER FOR THE SITE-SPECIFIC ATTACHMENT OF REPORTER GROUPS TO DNA [J].

FIDANZA, JA ;

MCLAUGHLIN, LW .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) :2340-2346

[9]

GAIT MJ, 1991, OLIGONUCLEOTIDES ANA, P25

[10] Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties [J].

Goodchild, John .

BIOCONJUGATE CHEMISTRY, 1990, 1 (03) :165-187

← 1 2 3 →