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Modified polynucleotides. VII. Impaired integrity of a synthetic DNA containing the antiherpetic agent 5-isopropyl-2'-deoxyuridine.修饰的多核苷酸。VII. 含有抗疱疹剂5-异丙基-2'-脱氧尿苷的合成DNA的完整性受损。
Nucleic Acids Res. 1986 Apr 25;14(8):3449-62. doi: 10.1093/nar/14.8.3449.
2
Structures of poly(dA-dT, ip5dU) containing various small amounts of the antiherpetic 5-isopropyl-2'-deoxyuridine.含有各种少量抗疱疹的5-异丙基-2'-脱氧尿苷的聚(dA-dT,ip5dU)的结构
Biochem Biophys Res Commun. 1992 May 29;185(1):96-102. doi: 10.1016/s0006-291x(05)80960-x.
3
Modified polynucleotides. VI. Properties of a synthetic DNA containing the anti-herpes agent (E)-5-(2-bromovinyl)-2'-deoxyuridine.修饰多核苷酸。VI. 一种含有抗疱疹剂(E)-5-(2-溴乙烯基)-2'-脱氧尿苷的合成DNA的性质
Nucleic Acids Res. 1982 Oct 11;10(19):6051-66. doi: 10.1093/nar/10.19.6051.
4
[Incorporation of the antiherpetic 5-isopropyl-2'-deoxyuridine into a synthetic DNA and the consequence of incorporation on structure and functions of the DNA].[抗疱疹病毒的5-异丙基-2'-脱氧尿苷掺入合成DNA及其掺入对DNA结构和功能的影响]
Acta Pharm Hung. 1993 Jul;63(4):204-14.
5
Uracil in deoxyribonucleotide polymers reduces their template-primer activity for E. coli DNA polymerase I.脱氧核糖核苷酸聚合物中的尿嘧啶会降低其作为大肠杆菌DNA聚合酶I模板引物的活性。
Nucleic Acids Res. 1983 Jun 11;11(11):3753-65. doi: 10.1093/nar/11.11.3753.
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The poly dA strand of poly dA.poly dT adopts an A-form in solution: a UV resonance Raman study.聚dA·聚dT的聚dA链在溶液中呈A构象:紫外共振拉曼光谱研究
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Replication of poly dA and poly rA by a drosophila DNA polymerase.果蝇DNA聚合酶对多聚dA和多聚rA的复制
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Escherichia coli polymerase I can use O2-methyldeoxythymidine or O4-methyldeoxythymidine in place of deoxythymidine in primed poly(dA-dT).poly(dA-dT) synthesis.在引发的聚(dA-dT)·聚(dA-dT)合成中,大肠杆菌聚合酶I可以使用O2-甲基脱氧胸苷或O4-甲基脱氧胸苷来替代脱氧胸苷。
Proc Natl Acad Sci U S A. 1983 Aug;80(16):4884-8. doi: 10.1073/pnas.80.16.4884.
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(dA-dT) dependent inactivation of the DNA template properties by interaction with netropsin and distamycin A.通过与纺锤菌素和偏端霉素A相互作用,(dA-dT)依赖性地使DNA模板特性失活。
Nucleic Acids Res. 1975 Mar;2(3):391-404. doi: 10.1093/nar/2.3.391.

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5-(Dimethoxymethyl)-2'-deoxyuridine: a novel gem diether nucleoside with anti-orthopoxvirus activity.5-(二甲氧基甲基)-2'-脱氧尿苷:一种具有抗正痘病毒活性的新型偕二醚核苷。
J Med Chem. 2006 Jun 1;49(11):3377-82. doi: 10.1021/jm0601710.
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Conformation of the synthetic DNA poly(amino2dA-dT) duplex in high-salt and aqueous alcohol solutions.合成DNA聚(氨基2dA-dT)双链体在高盐和醇水溶液中的构象。
Nucleic Acids Res. 1988 Jan 11;16(1):279-89. doi: 10.1093/nar/16.1.279.

本文引用的文献

1
(E)-5-(2-bromovinyl)-2'-deoxyuridine-5'-triphosphate as a DNA polymerase substrate.(E)-5-(2-溴乙烯基)-2'-脱氧尿苷-5'-三磷酸作为DNA聚合酶底物
Nucleic Acids Res. 1981 Dec 21;9(24):6985-94. doi: 10.1093/nar/9.24.6985.
2
A study of substrate specificity of mammalian and bacterial DNA polymerases with 5-alkyl-2'-deoxyuridine 5'-triphosphates.一项关于哺乳动物和细菌DNA聚合酶对5-烷基-2'-脱氧尿苷5'-三磷酸底物特异性的研究。
Biochim Biophys Acta. 1980 Feb 29;606(2):196-201. doi: 10.1016/0005-2787(80)90029-5.
3
Modified polynucleotides. VI. Properties of a synthetic DNA containing the anti-herpes agent (E)-5-(2-bromovinyl)-2'-deoxyuridine.修饰多核苷酸。VI. 一种含有抗疱疹剂(E)-5-(2-溴乙烯基)-2'-脱氧尿苷的合成DNA的性质
Nucleic Acids Res. 1982 Oct 11;10(19):6051-66. doi: 10.1093/nar/10.19.6051.
4
Inhibition of glycosylation of bovine herpesvirus 1 glycoproteins by the thymidine analog (E)-5-(2 Bromovinyl)-2'-deoxyuridine.
Antimicrob Agents Chemother. 1983 Jun;23(6):857-65. doi: 10.1128/AAC.23.6.857.
5
Effect of (E)-5-(2-bromovinyl)-2'-deoxyuridine on synthesis of herpes simplex virus type 1-specific polypeptides.(E)-5-(2-溴乙烯基)-2'-脱氧尿苷对单纯疱疹病毒1型特异性多肽合成的影响。
Antimicrob Agents Chemother. 1984 May;25(5):566-70. doi: 10.1128/AAC.25.5.566.
6
Differential substrate specificity of DNA polymerase beta and of a DNA polymerase induced by herpes simplex virus type 2 towards thymidine triphosphate analogues.
J Gen Virol. 1984 Mar;65 ( Pt 3):467-75. doi: 10.1099/0022-1317-65-3-467.
7
The relationship between incorporation of E-5-(2-Bromovinyl)-2'-deoxyuridine into herpes simplex virus type 1 DNA with virus infectivity and DNA integrity.E-5-(2-溴乙烯基)-2'-脱氧尿苷掺入单纯疱疹病毒1型DNA与病毒感染性及DNA完整性之间的关系。
J Biol Chem. 1983 Jan 25;258(2):792-5.
8
Differential incorporation of thymidylate analogues into DNA by DNA polymerase alpha and by DNA polymerases specified by two herpes simplex viruses.胸苷酸类似物通过DNA聚合酶α以及由两种单纯疱疹病毒所指定的DNA聚合酶对DNA的差异性掺入。
J Gen Virol. 1982 Sep;62 (Pt 1):29-38. doi: 10.1099/0022-1317-62-1-29.
9
Incorporation of E-5-(2-halovinyl)-2'-deoxyuridines into deoxyribonucleic acids of herpes simplex virus type 1-infected cells.E-5-(2-卤代乙烯基)-2'-脱氧尿苷掺入单纯疱疹病毒1型感染细胞的脱氧核糖核酸中。
J Biol Chem. 1982 Jan 25;257(2):603-6.
10
Modified polynucleotides. V. Slow-down of nuclease action by 5-alkyluracil-containing DNAs.修饰的多核苷酸。V. 含5-烷基尿嘧啶的DNA对核酸酶作用的延缓
Biochem Biophys Res Commun. 1980 Jul 16;95(1):156-62. doi: 10.1016/0006-291x(80)90717-2.

修饰的多核苷酸。VII. 含有抗疱疹剂5-异丙基-2'-脱氧尿苷的合成DNA的完整性受损。

Modified polynucleotides. VII. Impaired integrity of a synthetic DNA containing the antiherpetic agent 5-isopropyl-2'-deoxyuridine.

作者信息

Sági J, Szabolcs A, Szemźó A, Otvös L

出版信息

Nucleic Acids Res. 1986 Apr 25;14(8):3449-62. doi: 10.1093/nar/14.8.3449.

DOI:10.1093/nar/14.8.3449
PMID:3703679
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC339784/
Abstract

5-Isopropyl-2'-deoxyuridine (ip5dU) was recently recognized as a clinically useful antiherpetic (HSV-1) agent. An ip5dU-containing polynucleotide, poly (dA-dT, ip5dU) was prepared to study how physical and bio-organic properties of the synthetic DNA model poly (dA-dT) would change upon partial substitution of thymidine. Synthesis was carried out with DNA polymerase enzyme and the polymers contained 7-9% of ip5dU. It proved to be less thermostable than poly (dA-dT) and the transition width was highly increased. Although it was a very efficient template for DNA polymerase enzyme, template activity for RNA synthesis was strongly reduced by the presence of ip5dU. Diminished stability against enzymic degradation, especially against single-strand-specific Nuclease S1 was also observed.

摘要

5-异丙基-2'-脱氧尿苷(ip5dU)最近被认为是一种临床上有用的抗疱疹(HSV-1)药物。制备了一种含ip5dU的多核苷酸聚(dA-dT,ip5dU),以研究合成DNA模型聚(dA-dT)的物理和生物有机性质在胸腺嘧啶部分取代后会如何变化。用DNA聚合酶进行合成,聚合物中含有7-9%的ip5dU。结果证明它的热稳定性比聚(dA-dT)差,且转变宽度大幅增加。尽管它是DNA聚合酶的高效模板,但ip5dU的存在会强烈降低其对RNA合成的模板活性。还观察到其对酶促降解的稳定性降低,尤其是对单链特异性核酸酶S1的稳定性降低。