Incorporation of positively charged deoxynucleic S-methylthiourea linkages into oligodeoxyribonucleotides

被引:13
作者
Challa, H [1 ]
Bruice, TC [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
D O I
10.1016/S0960-894X(01)00455-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Oligodeoxyribonucleic acids (15- and 18-mers) containing both negatively charged phosphate and positively charged S-methyl thiourea internucleoside linkages (DNmt/DNA chimera) have been synthesized. DNA binding characteristics and nuclease resistance of DNmt/DNA chimera have been evaluated. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2423 / 2427
页数:5
相关论文
共 13 条
[1]   Replacement of the negative phosphodiester linkages of DNA by positive S-methylthiourea linkers:: A novel approach to putative antisense agents [J].
Arya, DP ;
Bruice, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (26) :6619-6620
[2]   NUCLEIC-ACID BINDING-MOLECULES WITH HIGH-AFFINITY AND BASE SEQUENCE SPECIFICITY - INTERCALATING AGENTS COVALENTLY LINKED TO OLIGODEOXYNUCLEOTIDES [J].
ASSELINE, U ;
DELARUE, M ;
LANCELOT, G ;
TOULME, F ;
THUONG, NT ;
MONTENAYGARESTIER, T ;
HELENE, C .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1984, 81 (11) :3297-3301
[3]   Synthesis, biophysical properties, and nuclease resistance properties of mired backbone oligodeoxynucleotides containing cationic internucleoside guanidinium linkages: Deoxynucleic guanidine/DNA chimeras [J].
Barawkar, DA ;
Bruice, TC .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (19) :11047-11052
[4]  
BRESLAUER KJ, 1995, METHOD MOL BIOL, V26, P347
[5]   DESIGN AND SYNTHESIS OF DEOXYNUCLEIC GUANIDINE - A POLYCATION ANALOG OF DNA [J].
DEMPCY, RO ;
ALMARSSON, O ;
BRUICE, TC .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1994, 91 (17) :7864-7868
[6]   SITE-SPECIFIC LABELING OF DNA-SEQUENCES CONTAINING PHOSPHOROTHIOATE DIESTERS [J].
FIDANZA, JA ;
OZAKI, H ;
MCLAUGHLIN, LW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5509-5517
[7]   Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties [J].
Goodchild, John .
BIOCONJUGATE CHEMISTRY, 1990, 1 (03) :165-187
[8]   FREE-ENERGY OF IMPERFECT NUCLEIC-ACID HELICES .3. SMALL INTERNAL LOOPS RESULTING FROM MISMATCHES [J].
GRALLA, J ;
CROTHERS, DM .
JOURNAL OF MOLECULAR BIOLOGY, 1973, 78 (02) :301-&
[9]   DUPLEX AND TRIPLE-HELIX FORMATION WITH DA19 AND DT19 - THERMODYNAMIC PARAMETERS FROM CALORIMETRIC, NMR, AND CIRCULAR-DICHROISM STUDIES [J].
HOPKINS, HP ;
HAMILTON, DD ;
WILSON, WD ;
ZON, G .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (24) :6555-6563
[10]   NUCLEOSIDES .1. 5'-AMINO-5'-DEOXYURIDINE AND 5'-AMINO-5'-DEOXYTHYMIDINE [J].
HORWITZ, JP ;
TOMSON, AJ ;
URBANSKI, JA ;
CHUA, J .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (09) :3045-3048