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三嗪荧光探针通过分子间多重氢键对胸腺嘧啶的识别

Recognition of thymine by triazine fluorescent probe through intermolecular multiple hydrogen bonding.

作者信息

Nie Lihua, Ma Huimin, Li Xiaohua, Sun Ming, Xiong Shaoxiang

机构信息

Laboratory of Chemical Biology, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.

出版信息

Biopolymers. 2003;72(4):274-81. doi: 10.1002/bip.10405.

DOI:10.1002/bip.10405
PMID:12833482
Abstract

In order to design a fluorescent probe with a long wavelength and multiple hydrogen bond sites for thymine, 3-(4-chloro-6-methylamino-1,3,5-triazinylamino)-7-dimethylamino-2-methylphenazine is synthesized by subsequently reacting neutral red and methylamine with cyanuric chloride. Its recognition behavior for thymine and its spectroscopic properties in different solvents are studied. The probe's fluorescence can be selectively quenched by thymine instead of guanine, indicating that fully complementary hydrogen bonding plays a key role in such recognition processes. In addition, the recognition mechanism of the probe for thymine and the bathochromic shift of its fluorescence spectra with the solvent polarity are also discussed.

摘要

为了设计一种用于胸腺嘧啶的具有长波长和多个氢键位点的荧光探针,通过使中性红和甲胺先后与三聚氯氰反应,合成了3-(4-氯-6-甲基氨基-1,3,5-三嗪基氨基)-7-二甲基氨基-2-甲基吩嗪。研究了其对胸腺嘧啶的识别行为及其在不同溶剂中的光谱性质。该探针的荧光可被胸腺嘧啶而非鸟嘌呤选择性猝灭,表明完全互补的氢键在这种识别过程中起关键作用。此外,还讨论了该探针对胸腺嘧啶的识别机理及其荧光光谱随溶剂极性的红移现象。

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