TY - JOUR
T1 - 4-aminobenzimidazole-1-methylthymine
T2 - A model for investigating hoogsteen base-pairing between adenine and thymine
AU - Nosenko, Yevgeniy
AU - Kunitski, Maksim
AU - Stark, Tina
AU - Göbel, Michael
AU - Pilarisetty, Tarakeshwar
AU - Brutschy, Bernhard
PY - 2011/10/20
Y1 - 2011/10/20
N2 - 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•••H-N bond reveals a large red shift of >700 cm -1 for the NH stretch frequency, the N-H•••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.
AB - 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•••H-N bond reveals a large red shift of >700 cm -1 for the NH stretch frequency, the N-H•••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.
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U2 - 10.1021/jp205575w
DO - 10.1021/jp205575w
M3 - Article
C2 - 21895011
AN - SCOPUS:80054679273
SN - 1089-5639
VL - 115
SP - 11403
EP - 11411
JO - Journal of Physical Chemistry A
JF - Journal of Physical Chemistry A
IS - 41
ER -