Synthesis of TMG-capped RNA-DNA chimeric oligonucleotides

被引:5
|
作者
Sekine, M [1 ]
Ushioda, M [1 ]
Wada, T [1 ]
Seio, K [1 ]
机构
[1] Tokyo Inst Technol, Dept Life Sci, Midori Ku, Yokohama, Kanagawa 2268501, Japan
关键词
D O I
10.1016/S0040-4039(02)02828-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper deals with the synthesis of m(3)(2,2.7)G(5')pppAmpUmpApd(CpTpTpApCpCpT), a 5'-TMG-capped RNA-DNA chimeric oligonucleotide, which is expected to be conveyed to the nucleus by snurportin 1, a nuclear-transport protein. This 5'-TMG-capped RNA-DNA chimeric molecule was synthesized by the enzymatic condensation Of M(3)(2,2,7)G(5')pppAmpUmpA with A(5')ppd(CpTpTpApCpCpT) in the presence of RNA ligase. An inherent serious side reaction was disclosed in the 5'-adenylation of d(CpTpTpApCpCpT) on the solid support, but the use of an active ester intermediate as the pA donor gave an improved result. (C) 2003 Published by Elsevier Science Ltd.
引用
收藏
页码:1703 / 1707
页数:5
相关论文
共 50 条
  • [21] Correction of dystrophin gene mutation in mdx mice with RNA DNA chimeric oligonucleotides
    Rando, TA
    Disatnik, MH
    NEUROLOGY, 1999, 52 (06) : A374 - A375
  • [22] Targeted manipulation of maize genes in vivo using chimeric RNA/DNA oligonucleotides
    Zhu, T
    Peterson, DJ
    Tagliani, L
    St Clair, G
    Baszczynski, CL
    Bowen, B
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (15) : 8768 - 8773
  • [23] Engineering herbicide-resistant maize using chimeric RNA/DNA oligonucleotides
    Zhu, T
    Mettenburg, K
    Peterson, DJ
    Tagliani, L
    Baszczynski, CL
    NATURE BIOTECHNOLOGY, 2000, 18 (05) : 555 - 558
  • [24] Chloroplast lysates support directed mutagenesis via modified DNA and chimeric RNA/DNA oligonucleotides
    Kmiec, EB
    Johnson, C
    May, GD
    PLANT JOURNAL, 2001, 27 (03): : 267 - 274
  • [25] Influences of ribonucleotide on a duplex conformation and its thermal stability: Study with the chimeric RNA-DNA strands
    Nakano, S
    Kanzaki, T
    Sugimoto, N
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (04) : 1088 - 1095
  • [26] RNA COMPETITION IN RNA-DNA HYBRIDIZATION SYSTEMS
    ROTH, JS
    SCIENCE, 1968, 162 (3854) : 699 - &
  • [27] Synthesis of 4-thiouridine, 6-thioinosine, and 6-thioguanosine 3′,5′-O-bisphosphates as donor molecules for RNA ligation and their application to the synthesis of photoactivatable TMG-capped U1 snRNA fragments
    Kadokura, M
    Wada, T
    Seio, K
    Sekine, M
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17): : 5104 - 5113
  • [28] RNA-DNA Chimeras in the Context of an RNA World Transition to an RNA/DNA World
    Gavette, Jesse V.
    Stoop, Matthias
    Hud, Nicholas V.
    Krishnamurthy, Ramanarayanan
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (42) : 13204 - 13209
  • [29] EFFECT OF BLEOMYCIN ON AN RNA-DNA HYBRID
    HAIDLE, CW
    BEARDEN, J
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1975, 65 (03) : 815 - 821
  • [30] RNA-DNA HYBRIDS AT CYTOLOGICAL LEVEL
    JOHN, HA
    BIRNSTIE.ML
    JONES, KW
    NATURE, 1969, 223 (5206) : 582 - +