Cooperative face‐to‐face and edge‐to‐face aromatic interactions of tryptophan indole ring with N7‐quarternized guanine and neutral cytosine bases

FEBS Letters

Ogiyama, Michiyo¹  Doi, Mitsunobu¹  In, Yasuko¹  Tarui, Mariko¹  Inoue, Masatoshi¹  Ishida, Toshimasa¹ 

[1] Department of Physical Chemistry, Osaka University of Pharmaceutical Sciences, 2-10-65 Kawai, Matsubara, Osaka 580, Japan

关键词: Tryptophan;    Guanine;    Cytosine;    Face-to-face interaction;    Edge-to-face interaction;    X-ray analysis;    m7GMP;    7-methylguanosine-5'-phosphate;    HOMO;    highest occupied molecular orbital;    LUMO;    lowest unoccupied molecular orbital;   

DOI  :  10.1016/0014-5793(93)80656-F

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

In order to investigate the effect of cytosine base upon the stacking interaction of N7-quarternized guanine base with tryptophan indole ring, the X-ray crystal structure of a 1:1 complex of model compounds 1 and 2 was carried out. Contrary to the expectation of the interaction of both molecules in aqueous solution, the crystal structure showed the first example of the simultaneous recognition of the Trp indole ring by guanine and cytosine bases by the coupling of the face-to-face and edge-to-face aromatic interactions, respectively.

【 授权许可】

Unknown