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肽核酸 - DNA 双链体:来自内部连接蒽醌的长程空穴迁移

Peptide nucleic acid-DNA duplexes: long range hole migration from an internally linked anthraquinone.

作者信息

Armitage B, Ly D, Koch T, Frydenlund H, Orum H, Batz H G, Schuster G B

机构信息

Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA 15213, USA.

出版信息

Proc Natl Acad Sci U S A. 1997 Nov 11;94(23):12320-5. doi: 10.1073/pnas.94.23.12320.

Abstract

The discovery that peptide nucleic acids (PNA) mimic DNA and RNA by forming complementary duplex structures following Watson-Crick base pairing rules opens fields in biochemistry, diagnostics, and medicine for exploration. Progress requires the development of modified PNA duplexes having unique and well defined properties. We find that anthraquinone groups bound to internal positions of a PNA oligomer intercalate in the PNA-DNA hybrid. Their irradiation with near-UV light leads to electron transfer and oxidative damage at remote GG doublets on the complementary DNA strand. This behavior mimics that observed in related DNA duplexes and provides the first evidence for long range electron (hole) transport in PNA-DNA hybrid. Analysis of the mechanism for electron transport supports hole hopping.

摘要

肽核酸(PNA)通过遵循沃森-克里克碱基配对规则形成互补双链结构来模拟DNA和RNA,这一发现为生物化学、诊断学和医学领域的探索开辟了道路。进展需要开发具有独特且明确特性的修饰PNA双链体。我们发现,与PNA寡聚物内部位置相连的蒽醌基团会插入到PNA-DNA杂交体中。用近紫外光照射它们会导致互补DNA链上远处的GG双联碱基发生电子转移和氧化损伤。这种行为类似于在相关DNA双链体中观察到的行为,并为PNA-DNA杂交体中的长程电子(空穴)传输提供了首个证据。对电子传输机制的分析支持空穴跳跃。

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本文引用的文献

1
Solid-phase synthesis of peptide nucleic acids.肽核酸的固相合成
J Pept Sci. 1995 May-Jun;1(3):175-83. doi: 10.1002/psc.310010304.
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DNA: Insulator or wire?DNA:绝缘体还是导线?
Chem Biol. 1997 Jan;4(1):3-8. doi: 10.1016/s1074-5521(97)90230-1.
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Oxidative thymine dimer repair in the DNA helix.DNA螺旋中的氧化性胸腺嘧啶二聚体修复
Science. 1997 Mar 7;275(5305):1465-8. doi: 10.1126/science.275.5305.1465.
6

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