Macrolactonization Studies (Chemistry)

大内酯化研究（化学）

• 批准号: 8713080
• 负责人: A. Richard Chamberlin
• 金额: $ 18.84万
• 依托单位: University of California-Irvine
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1987
• 资助国家: 美国
• 起止时间: 1987-07-01 至 1990-11-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=8713080&HistoricalAwards=false
• 关键词: Macrolactonization; Studies; Chemistry

This project in the Organic and Macromolecular Chemistry Program is a continuation of studies on the design and development of fundamentally new reactions, reagents, and strategies for organic synthesis, with an emphasis on how three dimensional molecular features influence the formation of large rings. The synthesis of a variety of diastereomers of erythronolide A seco acid will be investigated based on the recently developed route to a protected form of the "natural" seco acid. The synthetic seco acid diastereomers will be used to study the relationship between seco acid configuration, conformation and macrolactone efficiency. Relevant to macrolactone biosynthesis, a new preparation of the putative biosynthetic precursor of all erythromycins, 6-deoxyerythronolide B, will be prepared. This will entail an investigation into stereoselectivities of acyclic beta-hydroxy radical reactions, an area of acyclic stereochemical control that has not been investigated. Finally, the preparation of an artificial macrolactonization enzyme will be initiated.

有机和高分子化学项目的这个项目 是对设计和开发的研究的延续， 全新的反应、试剂和有机合成策略 合成，重点是如何三维分子 特征影响大环的形成。 阿糖胞苷A多种非对映体的合成 seco酸将根据最近开发的 路线的保护形式的“天然”开环酸。 的 合成的开环酸非对映体将用于研究 开环酸构型、构象和 大环内酯效率 与大环内酯生物合成相关， 一种新的制剂， 将制备红霉素，6-脱氧红霉素B。 这 将需要调查的立体选择性的无环 β-羟基自由基反应，无环立体化学领域 没有被调查的控制。 最后，准备 将引发人工大环内酯化酶。