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Synthesis of 3H-labeled nucleoside-methyl[CT3]phosphonamidite and incorporation into methylphosphonate oligonucleotides for biodistribution and biostability studies.

作者信息

Vaghefi M M, Fazio R C, Young K M, Marvin W B

机构信息

Genta Inc., San Diego, CA 92121, USA.

出版信息

Nucleic Acids Res. 1995 Sep 11;23(17):3600-2. doi: 10.1093/nar/23.17.3600.

DOI:10.1093/nar/23.17.3600
PMID:7567475
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC307243/
Abstract
摘要

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1
Synthesis of 3H-labeled nucleoside-methyl[CT3]phosphonamidite and incorporation into methylphosphonate oligonucleotides for biodistribution and biostability studies.用于生物分布和生物稳定性研究的3H标记的核苷-甲基[CT3]亚磷酰胺的合成及其掺入甲基膦酸酯寡核苷酸中。
Nucleic Acids Res. 1995 Sep 11;23(17):3600-2. doi: 10.1093/nar/23.17.3600.
2
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3
Mechanism of cellular uptake of modified oligodeoxynucleotides containing methylphosphonate linkages.含甲基膦酸酯键的修饰寡脱氧核苷酸的细胞摄取机制。
Nucleic Acids Res. 1991 Oct 25;19(20):5543-50. doi: 10.1093/nar/19.20.5543.
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Synthetic strategies and parameters involved in the synthesis of oligodeoxyribonucleotides according to the phosphoramidite method.根据亚磷酰胺法合成寡脱氧核糖核苷酸所涉及的合成策略和参数。
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Nucleoside-O-Methyl-(H)-Phosphinates: Novel Monomers for the Synthesis of Methylphosphonate Oligonucleotides Using H-Phosphonate Chemistry.核苷 - O - 甲基 -(氢)- 次膦酸酯:使用氢膦酸酯化学合成甲基膦酸酯寡核苷酸的新型单体。
Curr Protoc Nucleic Acid Chem. 2017 Sep 18;70:4.76.1-4.76.22. doi: 10.1002/cpnc.35.
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A new coupling method for the synthesis of oligodeoxyribonucleotides based on protection by protonation of nucleoside bases.一种基于核苷酸碱基质子化保护作用合成寡脱氧核糖核苷酸的新偶联方法。
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Linker phosphoramidite reagents for the attachment of the first nucleoside to underivatized solid-phase supports.用于将第一个核苷连接到未衍生化固相载体上的连接子亚磷酰胺试剂。
Nucleic Acids Res. 2004 Jan 29;32(2):623-31. doi: 10.1093/nar/gkh222. Print 2004.

引用本文的文献

1
Synthesis and thermodynamics of oligonucleotides containing chirally pure R(P) methylphosphonate linkages.含手性纯R(P)甲基膦酸酯键的寡核苷酸的合成与热力学
Nucleic Acids Res. 1996 Nov 15;24(22):4584-91. doi: 10.1093/nar/24.22.4584.

本文引用的文献

1
Deprotection of methylphosphonate oligonucleotides using a novel one-pot procedure.使用一种新型一锅法对甲基膦酸酯寡核苷酸进行脱保护。
Nucleic Acids Res. 1993 May 11;21(9):2031-8. doi: 10.1093/nar/21.9.2031.
2
Current concepts in antisense drug design.反义药物设计的当前概念。
J Med Chem. 1993 Jul 9;36(14):1923-37. doi: 10.1021/jm00066a001.
3
An improved method for the synthesis and deprotection of methylphosphonate oligonucleotides.一种用于合成和脱保护甲基膦酸酯寡核苷酸的改进方法。
Methods Mol Biol. 1993;20:143-64. doi: 10.1385/0-89603-281-7:143.
4
Biodistribution and metabolism of internally 3H-labeled oligonucleotides. I. Comparison of a phosphodiester and a phosphorothioate.体内3H标记寡核苷酸的生物分布与代谢。I. 磷酸二酯和硫代磷酸酯的比较。
Mol Pharmacol. 1994 May;45(5):932-43.
5
Development of antisense therapeutics. Implications for cancer gene therapy.反义疗法的发展。对癌症基因治疗的启示。
Ann N Y Acad Sci. 1994 May 31;716:228-41. doi: 10.1111/j.1749-6632.1994.tb21715.x.
6
Applications of antisense oligonucleotides in oncology.反义寡核苷酸在肿瘤学中的应用。
Cell Mol Biol (Noisy-le-grand). 1994 May;40(3):237-61.
7
Disposition and metabolism of oligodeoxynucleoside methylphosphonate following a single i.v. injection in mice.小鼠单次静脉注射后甲基膦酸寡脱氧核苷的处置与代谢。
Drug Metab Dispos. 1990 Sep-Oct;18(5):815-8.
8
Pharmacokinetics, biodistribution, and stability of oligodeoxynucleotide phosphorothioates in mice.硫代磷酸寡脱氧核苷酸在小鼠体内的药代动力学、生物分布及稳定性
Proc Natl Acad Sci U S A. 1991 Sep 1;88(17):7595-9. doi: 10.1073/pnas.88.17.7595.
9
Organ distribution and stability of phosphorothioated oligodeoxyribonucleotides in mice.硫代磷酸化寡脱氧核糖核苷酸在小鼠体内的器官分布及稳定性
Biopharm Drug Dispos. 1992 Apr;13(3):221-7. doi: 10.1002/bdd.2510130308.
10
Antisense oligonucleotides: inhibition of liver cell proliferation and in vivo disposition.反义寡核苷酸:对肝细胞增殖的抑制作用及体内处置
Transplant Proc. 1992 Dec;24(6):2971-2.