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一种自我互补的十脱氧核苷酸d(AATTGCAATT)的合成与结构研究。I. -十核苷酸的合成与化学表征。

Synthesis and structural studies of a self-complementary decadeoxynucleotide d(AATTGCAATT). I.-Synthesis and chemical characterization of the decanucleotide.

作者信息

Thuong N T, Chassignol M, Lancelot G, Mayer R, Hartmann B, Leng M, Hélène C

出版信息

Biochimie. 1981 Oct;63(10):775-84. doi: 10.1016/s0300-9084(81)80037-5.

DOI:10.1016/s0300-9084(81)80037-5
PMID:7306583
Abstract

The synthesis of the self-complementary decadeoxynucleotide d(AATTGCAATT) is described. The phosphotriester method has been used with several modifications. Protected nucleotides have been prepared in a one-step reaction involving a new monofunctional phosphorylating agent: p-chlorophenyl-beta-cyanoethyl phosphate. Triethylammonium salts of mononucleoside 3'-phosphodiesters were obtained either by decyanoethylation of the triesters or, in the case of thymine, by a one-step reaction starting from 5'-0-methoxytritylthymidine and the mixture pyridine-para-chlorophenyl-methyl-phosphorobromidate. The usual coupling reactions were then used to prepare the decadeoxynucleotide in large quantities.

摘要

本文描述了自互补十聚脱氧核苷酸d(AATTGCAATT)的合成。采用了磷酸三酯法并做了一些改进。受保护的核苷酸是通过一步反应制备的，该反应涉及一种新型单功能磷酸化试剂：对氯苯基-β-氰基乙基磷酸酯。单核苷3'-磷酸二酯的三乙铵盐可通过三酯的脱氰基乙基化反应得到，对于胸腺嘧啶核苷，则是从5'-O-甲氧基三苯甲基胸腺嘧啶核苷和吡啶-对氯苯基-甲基-磷酰溴化物的混合物出发，通过一步反应得到。然后使用常规的偶联反应大量制备十聚脱氧核苷酸。

相似文献

1
Synthesis and structural studies of a self-complementary decadeoxynucleotide d(AATTGCAATT). I.-Synthesis and chemical characterization of the decanucleotide.一种自我互补的十脱氧核苷酸d(AATTGCAATT)的合成与结构研究。I. -十核苷酸的合成与化学表征。
Biochimie. 1981 Oct;63(10):775-84. doi: 10.1016/s0300-9084(81)80037-5.
2
Synthesis and structural studies of a self-complementary decadeoxynucleotide d(AATTGCAATT). II.-Proton magnetic resonance studies.自互补十聚脱氧核苷酸d(AATTGCAATT)的合成与结构研究。II. -质子磁共振研究。
Biochimie. 1981 Oct;63(10):785-90. doi: 10.1016/s0300-9084(81)80038-7.
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Synthesis and reactions of a nucleoside derivative of phosphoric sulfonic anhydride. Studies related to the mechanisms of coupling reactions in the chemical synthesis of oligodeoxyribonucleotides by phosphotriester procedures.磷磺酸酐核苷衍生物的合成与反应。与通过磷酸三酯法化学合成寡脱氧核糖核苷酸中偶联反应机制相关的研究。
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Synthesis of oligonucleotides containing the hypermodified base, alpha-putrescinylthymine.含有超修饰碱基α-腐胺基胸腺嘧啶的寡核苷酸的合成
Nucleic Acids Symp Ser. 1983(12):75-8.
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Rapid synthesis of oligodeoxyribonucleotides. IV. Improved solid phase synthesis of oligodeoxyribonucleotides through phosphotriester intermediates.寡脱氧核糖核苷酸的快速合成。IV. 通过磷酸三酯中间体改进寡脱氧核糖核苷酸的固相合成
Nucleic Acids Res. 1980 Mar 11;8(5):1081-96. doi: 10.1093/nar/8.5.1081.
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Synthesis and physical characterization of the self-complementary, alternating pyrimidine/purine hexanucleotide d[CGTACG].自我互补交替嘧啶/嘌呤六核苷酸d[CGTACG]的合成与物理表征
Nucleic Acids Res. 1982 Oct 25;10(20):6265-71. doi: 10.1093/nar/10.20.6265.
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Solid phase synthesis of oligonucleotides on a crosslinked polyacrylmorpholide support.在交联聚丙烯酰吗啉载体上进行寡核苷酸的固相合成。
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The use of barium salts of protected deoxyribonucleoside-3' p-chlorophenyl phosphates for construction of oligonucleotides by the phosphotriester method: high-yield synthesis of dinucleotide blocks.通过磷酸三酯法使用受保护的脱氧核糖核苷-3'-对氯苯基磷酸钡盐构建寡核苷酸：二核苷酸模块的高产合成
Nucleic Acids Res. 1979 Dec 11;7(7):1955-64. doi: 10.1093/nar/7.7.1955.
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Fluoride ion promoted deprotection and transesterification in nucleotide triesters.氟离子促进核苷酸三酯的脱保护和酯交换反应。
Nucleic Acids Res. 1979 Oct 10;7(3):805-23. doi: 10.1093/nar/7.3.805.
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Synthesis of oligonucleotides with sequences identical with or analogous to the 3'-end of 16S ribosomal RNA of Escherichia coli: preparation of A-C-C-U-C-C via the modified phosphotriester method.合成与大肠杆菌16S核糖体RNA 3'-末端序列相同或相似的寡核苷酸：通过改良的磷酸三酯法制备A-C-C-U-C-C。
Nucleic Acids Res. 1977 Apr;4(4):1047-63. doi: 10.1093/nar/4.4.1047.

引用本文的文献

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Nucleic Acids Res. 1983 Jul 11;11(13):4453-66. doi: 10.1093/nar/11.13.4453.
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Assignment of non-exchangeable base proton and H1' resonances of a deoxyoctanucleoside heptaphosphate d(G-G-C*-C*-G-G-C-C) by using the nuclear Overhauser effect.利用核Overhauser效应确定脱氧八聚核苷酸七磷酸d(G-G-C*-C*-G-G-C-C)中不可交换碱基质子和H1'共振峰的归属
Nucleic Acids Res. 1983 May 25;11(10):3333-46. doi: 10.1093/nar/11.10.3333.
3
Conformation of oligonucleotides and nucleic acids modified with 2-aminofluorene or 2-acetylaminofluorene.
用2-氨基芴或2-乙酰氨基芴修饰的寡核苷酸和核酸的构象
Environ Health Perspect. 1983 Mar;49:117-23. doi: 10.1289/ehp.8349117.
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A study of the thermal stability of the Z form of (m5dC-dG)3 by resonance Raman spectroscopy.通过共振拉曼光谱法对（m5dC-dG）3的Z型热稳定性的研究。
Nucleic Acids Res. 1986 Apr 25;14(8):3425-34. doi: 10.1093/nar/14.8.3425.
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Nucleic Acids Res. 1987 Sep 25;15(18):7531-47. doi: 10.1093/nar/15.18.7531.
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Nucleic Acids Res. 1987 Aug 11;15(15):6149-58. doi: 10.1093/nar/15.15.6149.
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