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基于香豆素和喹诺酮的模型苯丙氨酸缀合物的光诱导断裂。

Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones.

机构信息

Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057, Braga, Portugal.

出版信息

Amino Acids. 2010 Aug;39(3):699-712. doi: 10.1007/s00726-010-0492-8. Epub 2010 Feb 5.

DOI:10.1007/s00726-010-0492-8
PMID:20135152
Abstract

In order to evaluate the application of quinolone as a new photocleavable protecting group, in comparison with coumarin, a series of model phenylalanine conjugates were prepared by reaction with chloromethylated O and N heterocycles. The photophysical properties of the resulting ester conjugates were evaluated as well as the photosensitivity under irradiation at 250, 300, 350, and 419 nm. The results obtained showed that the quinolone conjugates were readily photolysed, with complete release of the amino acid in short irradiation times and could be considered a new addition to the family of photocleavable protecting groups for the carboxylic acid function of amino acids.

摘要

为了评估喹诺酮作为一种新型光解保护基团的应用,与香豆素相比,通过与氯甲基化的 O 和 N 杂环反应,制备了一系列模型苯丙氨酸缀合物。评估了所得酯缀合物的光物理性质以及在 250、300、350 和 419nm 照射下的光敏感性。结果表明,喹诺酮缀合物很容易光解,在短时间内完全释放氨基酸,可以考虑将其添加到用于氨基酸羧酸功能的新型光解保护基团中。

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