Synthesis of a new photoisomerizable linker for connecting two oligonucleotide segments

被引:42
作者
Yamana, K
Yoshikawa, A
Nakano, H
机构
[1] Department of Applied Chemistry, Himeji Institute of Technology, Himeji, Hyogo 671-22
关键词
D O I
10.1016/0040-4039(95)02220-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a photoisomerizable linker containing an azobenzene unit for connecting oligonucleotide segments has been described 4,4'-Azobenzene dicarbonyl chloride was converted to the fully protected diol by treatment with the O-sily protected aminopentanol. Partial deprotection of the silyl group afforded the monoprotected diol, which was protected by a dimethoxytrityl group. Then the remaining silyl protecting group was removed to afford the alcohol. The hydroxy function was converted to the phosphoramidite. The amidite can be used for joining two oligonucleotides via the 5'-terminal hydroxyl group of one oligomer and the 3'-terminal oxygen of the other.
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页码:637 / 640
页数:4
相关论文
共 14 条
[1]  
ATKINSON T, 1984, OLIGONUCLEOTIDE SYNT, P35
[2]   POLYETHER TETHERED OLIGONUCLEOTIDE PROBES [J].
CLOAD, ST ;
SCHEPARTZ, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6324-6326
[3]   SINGLE-STRANDED-DNA AS A TARGET FOR TRIPLE-HELIX FORMATION [J].
GIOVANNANGELI, C ;
MONTENAYGARESTIER, T ;
ROUGEE, M ;
CHASSIGNOL, M ;
THUONG, NT ;
HELENE, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7775-7777
[4]   OLIGONUCLEOTIDE CLAMPS ARREST DNA-SYNTHESIS ON A SINGLE-STRANDED-DNA TARGET [J].
GIOVANNANGELI, C ;
THUONG, NT ;
HELENE, C .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (21) :10013-10017
[5]   LOOP-SIZE VARIATION TO PROBE A BENT STRUCTURE OF A HAIRPIN RIBOZYME [J].
KOMATSU, Y ;
KOIZUMI, M ;
NAKAMURA, H ;
OHTSUKA, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (09) :3692-3696
[6]   MOLECULAR RECOGNITION BY CIRCULAR OLIGONUCLEOTIDES - INCREASING THE SELECTIVITY OF DNA-BINDING [J].
KOOL, ET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6265-6266
[7]   USE OF A STILBENEDICARBOXAMIDE BRIDGE IN STABILIZING, MONITORING, AND PHOTOCHEMICALLY ALTERING FOLDED CONFORMATIONS OF OLIGONUCLEOTIDES [J].
LETSINGER, RL ;
WU, TF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (28) :7323-7328
[8]   CONTROL OF EXCIMER EMISSION AND PHOTOCHEMISTRY OF STILBENE UNITS BY OLIGONUCLEOTIDE HYBRIDIZATION [J].
LETSINGER, RL ;
WU, TF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (02) :811-812
[9]   STRUCTURAL EFFECTS IN THE RECOGNITION OF DNA BY CIRCULAR OLIGONUCLEOTIDES [J].
PRAKASH, G ;
KOOL, ET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (09) :3523-3527
[10]   TETHERED OLIGONUCLEOTIDE PROBES - A STRATEGY FOR THE RECOGNITION OF STRUCTURED RNA [J].
RICHARDSON, PL ;
SCHEPARTZ, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5109-5111