S-2 ジベレリンから始まった50年(記念講演要旨)

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概要

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• Gibberellins are phytohormones first discovered at the University of Tokyo in 1938. When I was young, I worked for 9 years since 1959 to synthesize gibberellin A_4 in Prof. M. Matsui's laboratory at the University of Tokyo. When I finished the work in 1968, a'famous microbiologist Prof. K. Arima said to me, "Congratulations, Dr. Mori on the completion of the gibberellin synthesis. But you spent 9 years of your life to do it. Don't forget that the fungus Gibberella fujikuroi makes the gibberellins within a couple of days." This criticism made me to think that we chemists can be respected by biologists only when we synthesize those compounds which are difficult to be prepared by biological systems. Accordingly, I started my pheromone synthesis in 1973. As a tool to prepare enantiomerically pure pheromones, I employed biocatalysis for the preparation of chiral and nonracemic building blocks. The latest pheromone work of ours was the synthesis and determination of the absolute configuration of the male aggregation pheromone of the stink bug, Erysarcoris lewisi. The natural pheromone was shown to be (2Z, 6R, 1'S, 5'S)-2-methyl-6-(4'-methylenebicyclo[3.1.0]hexyl) hept 2-en-l-ol by employing both biocatalytic and chemical methods. In the coming decades, clarification in the molecular level of the interaction between a small ligand molecule and a large receptor protein will be one of the most important subjects in natural products chemistry. In our immunological studies to find out medicinally useful ligands for CD1d protein, we inspected carefully the published X-ray crystal structure of human CD1d-ligand (KRN7000)-T cell receptor complex. This effort resulted in the invention of new ligands such as RCAI-56 and RCAI-61 with modified α-D-galactosyl parts. So-called "structure-based design of ligands" was successful in our case to make unusually potent ligands to induce interferon-γ production by natural killer T cells.

• 2008-09-01

著者

• 森 謙治

  理研rcai

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