Recognition of thymine by triazine fluorescent probe through intermolecular multiple hydrogen bonding.
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.
Nie
Lihua
L
Laboratory of Chemical Biology, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.
Ma
Huimin
H
Li
Xiaohua
X
Sun
Ming
M
Xiong
Shaoxiang
S
D000042:Absorption; D005456:Fluorescent Dyes / Q000737:chemistry / Q000378:metabolism*; D006860:Hydrogen Bonding; D006863:Hydrogen-Ion Concentration; D015335:Molecular Probes / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013696:Temperature; D013941:Thymine / Q000737:chemistry / Q000378:metabolism*; D014227:Triazines / Q000737:chemistry / Q000378:metabolism*
D005456:Fluorescent Dyes; D015335:Molecular Probes; D012997:Solvents; D014227:Triazines; D013941:Thymine