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    • 26. 发明授权
    • Antibody catalysis of cyclohexadienone rearrangments
    • 抗体催化环己二烯酮重排
    • US5500358A
    • 1996-03-19
    • US292934
    • 1994-08-18
    • Jean-Louis ReymondYuanwei ChenRichard A. Lerner
    • Jean-Louis ReymondYuanwei ChenRichard A. Lerner
    • C12N9/00C12P7/22
    • C12N9/0002C12P7/22
    • Catalytic antibodies are employed for catalyzing rearrangement reactions involving carbon-carbon bonds. The catalytic antibodies are generated using haptens that are transition state analogs of the such rearrangement reactions. More particularly, the haptens dispslay an electrostatic complementarity with the transition state. Since the formation of a transient positive charge in the migrating bond is a general feature of nucleophilic 1,2-shifts, it is disclosed that haptens for generating catalytic antibody directed to such reactions must incorporate such charge. Antibody catalysis of the dienone-phenol rearrangement is shown to catalyze both the hydronium ion promoted pathway and the spontaneous rearrangement pathway, indicating that the antibody stabilizes the localized positive charge of the transition state.
    • 催化抗体用于催化涉及碳 - 碳键的重排反应。 使用作为这种重排反应的过渡态类似物的半抗原产生催化抗体。 更具体地,半抗原与过渡态分解静电互补。 由于迁移键中的瞬时正电荷的形成是亲核1,2-位移的一般特征,因此公开了用于产生针对这种反应的催化抗体的半抗原必须包含这种电荷。 显示了二烯酮 - 苯酚重排的抗体催化催化水合氢离子促进途径和自发重排途径,表明抗体稳定了过渡态的局部正电荷。