Abstract

l-Kynurenine, a non-proteinogenic amino acid, is the primary metabolite of tryptophan via the kynurenine pathway. Kynurenine is involved in a variety of biological processes occurring in the human body, notably in the central nervous system. Thus, the study of this molecule offers multiple opportunities for drug discovery; however, an essential prelude for biological studies is to secure the supply of kynurenine and analogues thereof. A simple synthetic procedure for the efficient preparation of enantiomerically pure l-kynurenine from l-aspartic acid and its implementation to prepare homo-l-kynurenine from l-glutamic acid is presented. The approach relies on a photochemical aza-Fries rearrangement of the corresponding acyl-aniline as the fundamental transformation.

中文翻译：

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氮杂-弗里斯重排合成1-Kynurenine和H-1-kynurenine

摘要

1 -Kynurenine是一种非蛋白氨基酸，是通过Kynurenine途径的主要色氨酸代谢产物。Kynurenine参与人体发生的各种生物过程，特别是中枢神经系统。因此，对该分子的研究为药物发现提供了多种机会。然而，生物学研究的基本前奏是确保犬尿氨酸及其类似物的供应。为对映体纯的有效制剂的简单合成方法升-kynurenine从1-天冬氨酸和其实施，以制备均聚物升从-kynurenine升存在谷氨酸。该方法依赖于相应的酰基苯胺的光化学氮杂-弗里斯重排作为基本转化。