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人晶状体中新型紫外线过滤化合物半胱氨酸-L-3-羟基犬尿氨酸O-β-D-葡萄糖苷的鉴定。

Identification of the new UV filter compound cysteine-L-3-hydroxykynurenine O-beta-d-glucoside in human lenses.

作者信息

Hains Peter G, Mizdrak Jasminka, Streete Isla M, Jamie Joanne F, Truscott Roger J W

机构信息

Save Sight Institute, University of Sydney, Sydney, NSW 2001, Australia.

出版信息

FEBS Lett. 2006 Sep 18;580(21):5071-6. doi: 10.1016/j.febslet.2006.08.026. Epub 2006 Aug 28.

Abstract

UV filters protect the human lens and retina from UV light-induced damage. Here, we report the identification of a new UV filter, cysteine-l-3-hydroxykynurenine O-beta-d-glucoside, which is present in older normal human lenses. Its structure was confirmed by independent synthesis. It is likely this novel UV filter is formed in the lens by nucleophilic attack of cysteine on the unsaturated ketone derived from deamination of 3-hydroxykynurenine O-beta-d-glucoside. Quantitation studies revealed considerable variation in normal lens levels that may be traced to the marked instability of the cysteine adduct. The novel UV filter was not detected in advanced nuclear cataract lenses.

摘要

紫外线过滤器可保护人类晶状体和视网膜免受紫外线诱导的损伤。在此,我们报告鉴定出一种新的紫外线过滤器,即半胱氨酸-L-3-羟基犬尿氨酸O-β-D-葡萄糖苷,它存在于正常老年人的晶状体中。其结构通过独立合成得以确认。这种新型紫外线过滤器很可能是在晶状体中由半胱氨酸对3-羟基犬尿氨酸O-β-D-葡萄糖苷脱氨产生的不饱和酮进行亲核攻击而形成的。定量研究表明,正常晶状体中的含量存在相当大的差异,这可能归因于半胱氨酸加合物的明显不稳定性。在晚期核性白内障晶状体中未检测到这种新型紫外线过滤器。

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