Oligonucleotides with (N-thymin-1-ylacetyl) 1-phenylserinol in backbone: Chiral acyclic analogues that form DNA triplexes

被引：22

作者：

Rana, VS ^{[1
]}

Kumar, VA ^{[1
]}

Ganesh, KN ^{[1
]}

机构：

[1] NATL CHEM LAB,ORGAN CHEM SYNTH DIV,PUNE 411008,MAHARASHTRA,INDIA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 22期

关键词：

D O I：

10.1016/S0960-894X(97)10105-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of oligonucleotides containing chiral acyclic 2(R/S)-(N-thymin-1-ylacetyl)-amino-1(R/S)-phenyl-1,3-propanediol unit in the backbone (I, R=Ar) is described. When used as third strand of a triplex with complementary natural duplex, the modified oligonucleotides form stable triplexes with triplex double left right arrow duplex transition Tm dependent on the number, position and stereochemistry of modification. (C) 1997 Elsevier Science Ltd.

引用

页码：2837 / 2842

页数：6

共 30 条

[1] Towards inexpensive DNA diagnostics [J].

Abramowitz, S .

TRENDS IN BIOTECHNOLOGY, 1996, 14 (10) :397-401

[2]

AGARWAL S, 1996, TRENDS BIOTECHNOL, V14, P376

[3] Triplex formation at physiological pH by 5-Me-dC-N-4-(spermine) [X] oligodeoxynucleotides: Non protonation of N3 in X of X*G:C triad and effect of base mismatch ionic strength on triplex stabilities [J].

Barawkar, DA ;

Rajeev, KG ;

Kumar, VA ;

Ganesh, KN .

NUCLEIC ACIDS RESEARCH, 1996, 24 (07) :1229-1237

[4]

BOEHRINGER CF, 1955, Patent No. 741711

[5]

COOK PD, 1991, ANTI-CANCER DRUG DES, V6, P585

[6]

CROOKE ST, 1995, BURGERS MED CHEM DRU

[7] THE BETA-LACTAM-NUCLEOSIDE CHIMERA [J].

DOMLING, A ;

STARNECKER, M ;

UGI, I .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (20) :2238-2239

[8]

EGHOLM M, 1994, BIOCONJ CHEM, V5, P3

[9]

GANESH KN, 1996, SUPRAMOLECULAR CONTR, P263

[10] Synthesis of N-alpha-(purinyl/pyrimidinyl acetyl)-4-aminoproline diastereomers with potential use in PNA synthesis [J].

Gangamani, BP ;

Kumar, VA ;

Ganesh, KN .

TETRAHEDRON, 1996, 52 (47) :15017-15030

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