4-Aminobenzimidazole-1-Methylthymine: A Model for Investigating Hoogsteen Base-Pairing between Adenine and Thymine

被引：8

作者：

Nosenko, Yevgeniy ^{[1
]}

Kunitski, Maksim ^{[1
]}

Stark, Tina ^{[2
]}

Goebel, Michael ^{[2
]}

Tarakeshwar, Pilarisetty ^{[3
]}

Brutschy, Bernhard ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Inst Phys & Theoret Chem, D-60438 Frankfurt, Germany

[2] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany

[3] Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2011年 / 115卷 / 41期

关键词：

HYDROGEN-BOND STRENGTHS; WATSON-CRICK; MOLECULAR-STRUCTURE; GUANINE-CYTOSINE; AB-INITIO; SPECTROSCOPY; CLUSTERS; 2-AMINOPYRIDINE-CENTER-DOT-2-PYRIDONE; 1-METHYLTHYMINE; DERIVATIVES;

D O I：

10.1021/jp205575w

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：

We report the infrared spectrum of the 4-aminobenzimidazole-1-methylthymine (4ABI:1MT) heterodimer, detected by femtosecond multiphoton ionization. Based on calculations of both the harmonic and the anharmonic frequencies, the observed vibrational spectrum is assigned to a structure that mimics the Hoogsteen base pairing of adenine and thymine. A notable observation made in the course of this study is that there is a significant imbalance in the observed strengths of the H-bonds. While the N center dot center dot center dot H-N bond reveals a large red shift of >700 cm(-1) for the NH stretch frequency, the N-H center dot center dot center dot O bond is characterized by only a 50 cm(-1) shift. The importance of this observation in the formation of Hoogsteen duplexes by thymine-based oligonucleotides is discussed.

引用

页码：11403 / 11411

页数：9

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