Antibody catalyzed cationic cyclization.

Antibody catalyzed cationic cyclization.
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抗体催化的阳离子环化。

DOI:
10.1126/science.8191282
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发表时间:
1994
期刊:
Science (New York, N.Y.)
影响因子:
--
通讯作者:
Lerner,RA
Lerner,RA
中科院分区:
--
文献类型:
--
作者:
Li,T;Janda,KD;Ashley,JA;Lerner,RA

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设计新催化剂的两个主要目标是促进化学转化和控制产品结果。已诱导出一种抗体,可有效催化阳离子环化,其中无环烯属磺酸酯底物几乎全部(98%)转化为环醇。催化反应和限制产物复杂性的关键是利用抗体结合能来严格执行与半抗原设计一致的协同机制。因此,引导结合能的能力使实验者能够决定反应机制,这在化学中是一项艰巨的任务。用于阳离子环化的新型催化剂可普遍用于形成碳-碳和碳-杂原子键,从而形成包括类固醇和杂环化合物的多环分子。
Two major goals for the design of new catalysts are the facilitation of chemical transformations and control of product outcome. An antibody has been induced that efficiently catalyzes a cationic cyclization in which an acyclic olefinic sulfonate ester substrate is converted almost exclusively (98 percent) to a cyclic alcohol. The key to the catalysis of the reaction and the restriction of the product complexity is the use of antibody binding energy to rigidly enforce a concerted mechanism in accord with the design of the hapten. Thus, the ability to direct binding energy allows the experimenter to dictate a reaction mechanism which is an otherwise difficult task in chemistry. New catalysts for cationic cyclization may be of general use in the formation of carbon-carbon and carbon-heteroatom bonds leading to multi-ring molecules including steroids and heterocyclic compounds.
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