Functionalized bilayer membranes as artificial tryptophan synthase. Characterization of catalytic efficiency, substrate specificity, and reaction selectivity.
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概要
- 論文の詳細を見る
Functionalized bilayer membranes having vitamin B<SUB>6</SUB> activity effectively catalyzed β-replacement reactions of serine with indoles to afford the corresponding tryptophan derivatives in aqueous media under mild conditions. Catalytic capability of the present artificial enzyme was subjected to change by changing a combination of molecular components constituting the catalyst system. The structural mode of a hydrophobic pyridoxal derivative as the coenzyme model, the catalytic ability of an amino acid residue placed in a peptide lipid which forms single-walled bilayer vesicles as the apoenzyme model, and the coordination property of added metal ions were found to be responsible for the overall catalytic performance. Multifunctional assistance was observed in the β-replacement reaction of serine with indole, and the reaction proceeded in preference to other side reactions, such as β-elimination, dealdolation, and transamination reactions. Substrate selectivity was found to be primarily dependent on the nucleophilicity of indole derivatives.
- 公益社団法人 日本化学会の論文
著者
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Hisaeda Yoshio
Department Of Applied Chemistry Graduate School Of Engineering Kyushu University
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Murakami Yukito
Department Of Chemical Science And Technology Faculty Of Engineering Kyushu University
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KIKUCHI Jun-ichi
Department of Applied Chemistry, Faculty of Science and Engineering, Saga University
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Nakamura Koichiro
Department Of Dermatology Faculty Of Medicine University Of Tokyo
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MURAKAMI Yukito
Department of Organic Synthesis, Faculty of Engineering, Kyushu University
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Kitazaki Tomoyuki
Department of Organic Synthesis, Faculty of Engineering, Kyushu University
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Kaya Hidenori
Department of Organic Synthesis, Faculty of Engineering, Kyushu University
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