OXIDATION CHEMISTRY OF INDOLES

该项目的具体目标是使用电化学和相关的 用分析技术研究一组化合物的氧化化学 天然存在的或具有其他生物意义的3-取代 吲哚。将被研究的化合物中有色氨酸， 5-羟色胺，5，6-和5-7-二羟色胺，吲哚-3-乙酸酯 酸和这些物种的各种新陈代谢。有丰富的 文献证据表明，这些化合物经历了许多氧化反应 在生命系统中，这些过程的机制和产物是 我不明白。为了开始了解所涉及的化学成分 这种反应氧化化学的一个基本的基础研究是 必填项。人们认为，电化学和相关分析 方法论提供了研究这种氧化的最佳技术 化学反应。我们之前的调查清楚地表明， 二氧化硫氧化及相关化学的电化学研究 生物分子可以为生物化学提供有价值的见解。 氧化机制。预计计划中的研究将 吲哚的氧化化学将提供更有价值的 信息。计划采用电化学和相关的 确定与氧化相关的氧化还原电位的技术 吲哚的反应，以进行化学和物理表征 对中间体和产品进行鉴定和量化。此外，它是 希望加深对假定的氧化作用相互作用的理解 中间体，如对苯二酚和对苯二亚胺 在组织中发现。拟议工作的最终目标是提供一个 理解氧化化学的理性和系统基础 具有生物学意义的吲哚。这是轮到该提供的依据 了解吲哚在生命系统中的氧化化学。

The specific aim of this project is to employ electrochemical and related analytical techniques to investigate the oxidation chemistry of a group of naturally occurring or otherwise biologically significant 3-substituted indoles. Among the compounds which will be investigated are tryptophan, 5-hydroxytryptamine, 5,6- and 5-7- dihydroxytryptamine, indole-3-acetic acid and various metabolities of these species. There is abundant literature evidence that these compounds undergo many oxidation reactions in living systems yet the mechanisms and products of these processes are not understood. In order to begin to understand the chemistry involved in such reactions a basic, fundamental study of the oxidation chemistry is required. It is believed that electrochemical and associated analytical methodologies provide the best techniques to study this oxidation chemistry. Our previous investigations have clearly shown that electrochemical studies of the oxidation and related chemistry of biological molecules can provide valuable insights into the biochemical oxidation mechanisms. It is expected that the planned studies on the oxidation chemistry of indoles will provide even more valuable information. It is planned to employ electrochemical and related techniques to define the redox potentials associated with the oxidation reactions of indoles, to chemically and physically characterize intermediates and to identify and quantitate products. Furthermore, it is hoped to develop an understanding of the interactions of putative oxidative intermediates such as quinones and quinoneimines with species commonly found in tissue. The ultimate goal of the proposed work is to provide a rational and systematic basis for understanding the oxidation chemistry of biologically significant indoles. This is turn should provide the basis for understanding the oxidation chemistry of indoles in living systems.