Deoxynucleic guanidine: synthesis and incorporation of purine nucleosides into positively charged DNG oligonucleotides

被引：17

作者：

Challa, H ^{[1
]}

Bruice, TC ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2004年 / 12卷 / 06期

基金：

美国国家卫生研究院;

关键词：

purines; DNG; positively charged; nucleic acid; guanidinium;

D O I：

10.1016/j.bmc.2003.12.043

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2'-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-phase using CPG as support from 3' to 5' direction using the precursor building block nucleosides. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1475 / 1481

页数：7

共 27 条

[1] Binding properties of positively charged deoxynucleic guanidine (DNG), AgTgAgTgAgT and DNG/DNA chimeras to DNA
Park, Myunji
Bruice, Thomas C.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (12) : 3488 - 3491
[2] Solid-phase synthesis of positively charged deoxynucleic guanidine (DNG) oligonucleotide mixed sequences
Reddy, PM
Bruice, TC
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (07) : 1281 - 1285
[3] Solid-phase synthesis of positively charged deoxynucleic guanidine (DNG) oligonucleotide incorporating 7-deazaguanine bases
Jain, Moti L.
Bruice, Thomas C.
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (21) : 7333 - 7346
[4] Solid-phase synthesis of positively charged deoxynucleic guanidine (DNG) modified oligonucleotides containing neutral urea linkages: Effect of charge deletions on binding and fidelity
Linkletter, BA
Bruice, TC
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (08) : 1893 - 1901
[5] Solid-phase synthesis of positively charged deoxynucleic guanidine (DNG) tethering a Hoechst 33258 analogue: Triplex and duplex stabilization by simultaneous minor groove binding
Reddy, PM
Bruice, TC
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (12) : 3736 - 3747
[6] Deoxynucleic guanidine (DNG), a positively charged DNA analog: Effect of modulating the overall postive charge on DNG oligomers upon binding affinity and specificity with complimentary and mismatched DNA targets.
Bruice, TC
Linkletter, BA
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U202 - U203
[7] Solid-phase synthesis of oligomeric deoxynucleic guanidine (DNG): A polycationic analogue of DNA
Linkletter, BA
Bruice, TC
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (11) : 1285 - 1290
[8] Incorporation of positively charged deoxynucleic S-methylthiourea linkages into oligodeoxyribonucleotides
Challa, H
Bruice, TC
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (18) : 2423 - 2427
[9] Solid-phase synthesis of oligopurine deoxynucleic guanidine (DNG) and analysis of binding with DNA oligomers
Linkletter, BA
Szabo, IE
Bruice, TC
NUCLEIC ACIDS RESEARCH, 2001, 29 (11) : 2370 - 2376
[10] Synthesis of spirannic nucleosides and their incorporation into oligonucleotides
Renard, A
Kotera, M
Lhomme, J
NUCLEOSIDES & NUCLEOTIDES, 1999, 18 (6-7): : 1437 - 1438

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