Versatile Synthesis of Chlorophylls and Bacteriochlorophylls for Fundamental Studies in Photosynthesis

用于光合作用基础研究的叶绿素和细菌叶绿素的多功能合成

基本信息

批准号：
1760839
负责人：
Jonathan Lindsey
金额：
$ 45万
依托单位：
North Carolina State University
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2018
资助国家：
美国
起止时间：
2018-07-01 至 2021-06-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1760839&HistoricalAwards=false
关键词：
Versatile Synthesis Chlorophylls Bacteriochlorophylls Fundamental

项目摘要

The Chemical Synthesis Program of the Chemistry Division supports the project by Professor Jonathan S. Lindsey. Professor Lindsey is a faculty member in the Department of Chemistry at North Carolina State University. He is developing methods to create chlorophylls and bacteriochlorophylls (molecules that nature used to harvest energy from light) in the laboratory from simple starting materials in a straightforward manner. The synthesis of (bacterio)chlorophylls has never been fully accomplished in this manner. The ability to build such molecules along with analogues will afford a much deeper understanding of energy flow in photosynthesis (an area that impacts biophysics, plant sciences, energy generation), the nature of metabolic breakdown products (an area that impacts ecology, global carbon balance), and the chemical properties of such compounds (an area that impacts nutrition, medicine). The project mainly involves organic chemistry but will also impact diverse areas of science including understanding of photosynthesis. Thus, the project is well suited for the education and training of scientists in a collaborative environment. Professor Lindsey's group is well-positioned to provide this experience for students underrepresented in science. In addition, outreach activities involving North Carolina teachers will also be part of the funded project. Chlorophylls and bacteriochlorophylls are the chief pigments in photosynthetic organisms, including plants, cyanobacteria, and anoxygenic photosynthetic bacteria. The lack of synthetic methods for preparing (bacterio)chlorophylls and analogues constitutes an intellectual and technical deficit in the photosynthetic sciences. The Lindsey lab proposes to fill this chasm by developing robust methods for synthesis of such valuable macrocycles. The particular challenges in synthesizing (bacterio)chlorophylls include (1) the stereochemistry of substituents in the pyrroline ring(s), (2) the fifth (isocyclic) ring, and (3) substituents arrayed about the perimeter of the macrocycle. The intellectual merit of the work concerns the development of routes for the synthesis of the key photosynthetic pigments and analogues; the latter have broad impact (beyond the scope of the present grant) encompassing studies of quantum coherence in photosynthesis and catabolism in ecology. A key outcome is a methodology in heterocyclic chemistry for preparing pyrroles, pyrrolines, dipyrromethanes, hydrodipyrrins, and phyllobilins relevant to the (bacterio)chlorophylls of photosynthesis. The broader impacts entail professional development of middle and high school science teachers to improve teaching of photosynthesis (via a chlorophyll-based experiment) in schools and to inspire middle and high school students to STEM, thereby broadening the participation of underrepresented groups.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

化学部的化学合成计划支持乔纳森·林赛教授的项目。 Lindsey教授是北卡罗来纳州立大学化学系的教职员工。他正在开发产生叶绿素和细菌叶绿素（大自然用来从光中从光中从光中收集能量的分子）从简单的起始材料中以直接的方式产生的方法。（细菌）叶绿素的合成从未以这种方式完全完成。构建此类分子以及类似物的能力将对光合作用的能量流（影响生物物理学，植物科学，能量产生），代谢分解产品的性质（影响生态学，全球碳平衡）的性质以及这种化合物的化学特性（影响营养，医学，医学，药物的化学特性）。该项目主要涉及有机化学，但还将影响科学的各个领域，包括对光合作用的理解。因此，该项目非常适合在协作环境中对科学家的教育和培训。 Lindsey教授的小组有很好的位置，可以为科学领域不足的学生提供这一经验。此外，涉及北卡罗来纳州教师的外展活动也将成为资助项目的一部分。叶绿素和细菌叶绿素是光合生物的主要色素，包括植物，蓝细菌和缺氧光合细菌。缺乏制备（细菌）叶绿素和类似物的合成方法构成了光合科学的智力和技术缺陷。 Lindsey Lab提议通过开发合成这种有价值的大环的强大方法来填补这种鸿沟。合成（细菌）叶绿素中的特殊挑战包括（1）吡咯氨酸环（S），（2）第五（2）围绕大小环的外围的取代基的定位化学。作品的智力优点涉及综合关键光合色素和类似物的途径的发展。后者具有广泛的影响（超出当前赠款的范围），包括对生态学的光合作用和分解代谢中量子相干性的研究。一个关键结果是用于制备吡咯，吡咯，二吡咯酯，氢吡林蛋白和叶霉素的杂环化学方法学方法。更广泛的影响需要对中学和高中科学教师的专业发展，以改善学校中的光合作用教学（通过基于叶绿素的实验），并激发中学生和高中生的阻止，从而扩大了代表性不足的群体的参与。该奖项反映了NSF的法定任务，并通过评估了基金会的范围，并通过评估了基金会的范围。