Crystal Structure of (Uracil-1-ylethyl)(adenin-9-ylethyl)tryptophan Dipeptide: An Interaction Model between Nucleic Acid Base and Aromatic Amino Acid(Physical,Chemical)
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概要
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As a model compound for the interaction of tryptophan with nucleic acid bases, uracil and adenine, (uracil-1-ylethyl)(adenin-9-ylethyl)tryptophan dipeptide has been synthesized, and its molecular and crystal structure has been analyzed by the X-ray diffraction method. The crystal data are a=4.989(2), b=30.056(5), c=9,939(1)Å,β=94.61(3)°,Z=2, D_m=1.345(1)g・cm^<-3>,space group,P2_l. The molecule takes a W-shaped extended conformation, and is linked with the neighboring molecule in a head-to-tail fashion through a reverse Watson-Crick base pairing. Consequently the molecules form an infinite chain along the b-axis. A weak stacking interaction is observed between the indole ring and the uracil base: the dihedral angle between them is 28.6(3)°, and the average interplanar spacing is 3.95Å. This stacking mode is formed by the dipole-dipole coupling between the respective aromatic rings. The result may indicate a possible access mode of a tryptophan residue to the uracil base of a single-stranded nucleic acid.
- 社団法人日本薬学会の論文
- 1987-05-25
著者
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土井 光暢
大阪薬大
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石田 寿昌
大阪薬大
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石田 寿昌
Osaka University of Pharmaceutical Sciences
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井上 正敏
Osaka University of Pharmaceutical Sciences
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井上 正敏
大阪薬大
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土井 光暢
Osaka University of Pharmaceutical Sciences
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戸倉 由子
Osaka University of Pharmaceutical Sciences
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島本 真理
Osaka University of Pharmaceutical Sciences
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石田 寿晶
大阪薬科大学
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Doi Mitsunobu
Department Of Physical Chemistry Osaka University Of Pharmaceutical Sciences
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井上 正敏
Department Of Physical Chemistry Osaka University Of Pharmaceutical Sciences
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