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Recognition of thymine by triazine fluorescent probe through intermolecular multiple hydrogen bonding
Author(s) -
Nie Lihua,
Ma Huimin,
Li Xiaohua,
Sun Ming,
Xiong Shaoxiang
Publication year - 2003
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.10405
Subject(s) - thymine , chemistry , bathochromic shift , hydrogen bond , fluorescence , photochemistry , intermolecular force , molecular recognition , guanine , methylamine , molecule , dna , nucleotide , organic chemistry , biochemistry , physics , quantum mechanics , gene
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. © 2003 Wiley Periodicals, Inc. Biopolymers (Biospectroscopy), 2003