Recognition of a nucleic acid base by tryptophan-containing peptides: spectroscopic comparison of the interaction of Trp-Gly-Gly-Glu and Trp-Gly-Gly-Gln with 7-methylguanine base.

Recognition of a nucleic acid base by tryptophan-containing peptides: spectroscopic comparison of the interaction of Trp-Gly-Gly-Glu and Trp-Gly-Gly-Gln with 7-methylguanine base.
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DOI:
10.1248/cpb.42.674
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发表时间:
1994-03
影响因子:
1.7
通讯作者:
T. Ishida;Yukiko Toda;M. Tarui;M. Doi;M. Inoue
T. Ishida;Yukiko Toda;M. Tarui;M. Doi;M. Inoue
中科院分区:
医学4区
文献类型:
--
作者:
T. Ishida;Yukiko Toda;M. Tarui;M. Doi;M. Inoue

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为了阐明Glu和Gln侧链在含色氨酸肽通过协同堆叠和氢键配对相互作用识别鸟嘌呤碱基方面的功能差异,采用荧光和1H-NMR方法研究了7-甲基鸟嘌呤与Trp-Gly-Gly-Glu和trp - gly -Gln的结合。荧光实验对比显示,与色氨酸-甘氨酸-甘氨酸-甘氨酸相比,色氨酸-甘氨酸-甘氨酸-甘氨酸的结合更倾向于色氨酸。对7-甲基鸟嘌呤碱基的C2氨基和N7甲基质子向下和向上移动的分析表明,Glu和Gln侧链分别与碱基发生了氢键配对,Trp残基与碱基发生了堆叠作用。然而,在Glu残基中,氢键配对比Gln残基更有效,这表明羧基比氨基更倾向于与鸟嘌呤碱基形成氢键配对。
As a part of a study to elucidate the functional difference between Glu and Gln side-chains in terms of the recognition of guanine base by tryptophan-containing peptides via cooperative stacking and hydrogen-bond pairing interactions, the binding of 7-methylguanine to Trp-Gly-Gly-Glu and Trp-Gly-Gly-Gln was examined by fluorescence and 1H-NMR methods. Comparison of fluorescence experiments showed a binding preference for Trp-Gly-Gly-Glu over Trp-Gly-Gly-Gln. The analyses of the downfield and upfield shifts of the C2 amino and N7 methyl protons of 7-methylguanine base showed there was hydrogen-bond pairing of Glu and Gln side chains with the base and a stacking interaction of the Trp residue with the base, respectively. However, the hydrogen-bond pairing was more effective in the case of the Glu residue than the Gln residue, indicating the preference of the carboxyl group over the carbamoyl group to form hydrogen-bond pairing with the guanine base.