Molecular recognition of adenine, adenosine and ATP at the air-water interface by a uracil appended fullerene

被引:45
作者
Marczak, R
Hoang, VT
Noworyta, K
Zandler, ME
Kutner, W
D'Souza, F
机构
[1] Wichita State Univ, Dept Chem, Wichita, KS 67260 USA
[2] Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland
关键词
D O I
10.1039/b202461f
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new C-60-uracil adduct capable of hydrogen bonding, via complimentary base pairing. of adenine. adenosine, and adenosine 5'-triphosphate (ATP) was synthesized and characterized by UV-visible and H-1 NMR spectroscopy, cyclic voltammetry and differential pulse voltammetry. as well as ESI-mass spectrometry. Molecular modeling by, ab initio B3LYP/3-21G(*) calculations revealed the Watson-Crick type base pairing. Stable "expanded liquid" Langmuir films of the C-60)-uracil-adenine. C-60-uracil-adenosine and C-60-uracil-ATP complexes were prepared and characterized by isotherms of surface pressure versus area per molecule as well as the Brewster angle microscopy imaging. The area per molecule at infinite adduct dilution in the film was dependent on composition of the subphase solution and increased in the order: water < adenine < adenosine < ATP solution. Comparison of experimental and calculated areas per molecule and dipole moment components normal to the subphase-air interface indicated prevailing horizontal orientation of the complexes in the films. The Langmuir films were transferred. by using the Langmuir-Blodgett technique, onto quartz slides and characterized by the UV-visible spectroscopy.
引用
收藏
页码:2123 / 2129
页数:7
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