EAPSI: Light Mediated Synthesis of Amino Acid Analogues: A Methodology for Photochemical Asymmetric Synthesis

EAPSI：光介导的氨基酸类似物合成：光化学不对称合成的方法

• 批准号: 1614344
• 负责人: Anthony Clay
• 金额: $ 0.54万
• 依托单位: Clay Anthony M
• 依托单位国家: 美国
• 项目类别: Fellowship Award
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-06-15 至 2017-05-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1614344&HistoricalAwards=false
• 关键词: EAPSI; Light; Mediated; Synthesis; Amino

Access to life?s fundamental building blocks is an increasing challenge due to variability in substitution and limits in methodology. Molecules of biological interest often exist with specific special orientation, chirality. Methods of synthesis to access innumerable molecules needs to be selective and variable in order to access the plethora of desired molecules. Chemical methodology continues to improve however chemical waste and lack of scope and breadth continue to be an issue. This project will focus on synthesis of amino acid analogues utilizing light. This research will be conducted in collaboration with Professor Yasuharu Yoshimi of Fukui University. Prof. Yoshimi has developed a methodology wherein light is used as a reagent to synthesize amino acid derivatives. However, loss of chirality in the product was noticed. Combining the methodology developed in the Sivagroup viz., atropselective photoreactions, we aim to control chirality of the amino acid analogs and obtain the desired product with high selectivity.Access to life?s fundamental building blocks is an increasing challenge due to variability in substitution and limits in methodology. Molecules of biological interest are inherently chiral. Synthetic methods need to be selective and variable in order to access the plethora of desired molecules. The field of asymmetric synthesis continues to improve. However, chemical waste and lack of overall generality continue to be an issue. This project will focus on photochemical asymmetric synthesis of amino acid analogues. This research will be conducted in collaboration with Professor Yasuharu Yoshimi of Fukui University. Prof. Yoshimi has developed a methodology wherein light is used as a reagent to synthesize amino acid derivatives. However, loss of chirality in the product was noticed. Combining the methodology developed in the Sivagroup viz., atropselective photoreactions, we aim to control chirality of the amino acid analogs and obtain the desired product with high selectivity.This award under the East Asia and Pacific Summer Institutes program supports summer research by a U.S. graduate student and is jointly funded by NSF and the Japan Society for the Promotion of Science.

获得生命？由于替代品的可变性和方法的限制，基本构件是一个越来越大的挑战。生物学上感兴趣的分子通常以特定的特殊取向、手性存在。获得无数分子的合成方法需要是选择性的和可变的，以便获得过多的所需分子。化学方法继续改进，但化学废物和缺乏范围和广度仍然是一个问题。该项目将重点关注利用光合成氨基酸类似物。这项研究将与福井大学的Yasuharu Yoshimi教授合作进行。Yoshimi教授开发了一种方法，其中光被用作合成氨基酸衍生物的试剂。然而，注意到产物中的手性损失。结合Sivagroup开发的方法，我们的目标是控制氨基酸类似物的手性，并以高选择性获得所需的产物。由于替代品的可变性和方法的限制，基本构件是一个越来越大的挑战。具有生物学意义的分子是固有手性的。合成方法需要具有选择性和可变性，以便获得过多的所需分子。不对称合成的领域在不断改进。然而，化学废物和缺乏总体普遍性仍然是一个问题。本计画将著重于胺基酸类似物之光化学不对称合成。这项研究将与福井大学的Yasuharu Yoshimi教授合作进行。Yoshimi教授开发了一种方法，其中光被用作合成氨基酸衍生物的试剂。然而，注意到产物中的手性损失。结合Sivagroup开发的方法，该奖项是由美国国家科学基金会和日本科学促进会共同资助的东亚和太平洋夏季研究所项目，旨在支持美国研究生的夏季研究。