Biomimetic Studies Using Artificial Systems. II. Enantioselective Thiolysis of D- or L-α-Amino Acid Ester Salts by Thiol-Bearing Chiral Crown Ethers as an Enzyme Model

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概要

• 論文の詳細を見る

• The rates of transacylation were studied between thiol-bearing chiral crown ethers (1-10) and α-amino acid p-nitrophenyl ester salts. Enantioselectivities, k_D/k_L ratios, of 6.5 for valine ester salt, 8.7 for phenylalanine ester salt, and 7.7 for valine ester salt were achieved by 1,5,and 8,respectively. Saturation phenomena of rate acceleration depending on crown concentration were observed and analysis of these data revealed that the chiral recognition occurs in the step of liberation of p-nitrophenol by intra-complex thiolysis, not in the complex-forming step. A possible mechanism for the enantioselectivity is proposed on the basis of the kinetic data.

• 公益社団法人日本薬学会の論文
• 1985-10-25

著者

• 古賀 憲司

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 佐々木 茂貴

  Faculty of Pharmaceutical Sciences, Kyusyu University

• Koga Kenjiro

  Department Of Pharmaceutics Faculty Of Pharmaceutical Sciences Hokuriku University

• 川崎 元士

  相模中研

• SASAKI Shigeki

  Graduate School of Pharmaceutical Sciences, Kyushu University

• 佐々木 茂貴

  Faculty Of Pharmaceutical Sciences Kyushu University

• 川崎 元士

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 佐々木 茂貴

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)faculty Of Pharmaceutical Sc

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