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一种新型萤光素来自西伯利亚发光蚯蚓 Fridericia heliota:光谱研究和全合成阐明结构。

A novel type of luciferin from the Siberian luminous earthworm Fridericia heliota: structure elucidation by spectral studies and total synthesis.

机构信息

Laboratory of Bioluminescent Biotechnologies, Institute of Fundamental Biology and Biotechnology, Siberian Federal University pr. Svobodnyi, 79, Krasnoyarsk 660041 (Russia); Laboratory of Photobiology, Institute of Biophysics, Siberian Branch of the Russian Academy of Sciences, Akademgorodok, Krasnoyarsk 660036 (Russia).

出版信息

Angew Chem Int Ed Engl. 2014 May 26;53(22):5566-8. doi: 10.1002/anie.201400529. Epub 2014 Apr 15.

DOI:10.1002/anie.201400529
PMID:24737705
Abstract

The structure elucidation and synthesis of the luciferin from the recently discovered luminous earthworm Fridericia heliota is reported. This luciferin is a key component of a novel ATP-dependent bioluminescence system. UV, fluorescence, NMR, and HRMS spectroscopy studies were performed on 0.005 mg of the isolated substance and revealed four isomeric structures that conform to spectral data. These isomers were chemically synthesized and one of them was found to produce light when reacted with a protein extract from F. heliota. The novel luciferin was found to have an unusual extensively modified peptidic nature, thus implying an unprecedented mechanism of action.

摘要

报道了最近发现的发光蚯蚓 Fridericia heliota 中荧光素的结构阐明和合成。这种荧光素是一种新型 ATP 依赖性生物发光系统的关键组成部分。对 0.005 毫克分离物质进行了 UV、荧光、NMR 和高分辨率质谱光谱研究,结果表明存在四种符合光谱数据的异构体结构。这些异构体被化学合成,其中一种与 F. heliota 的蛋白质提取物反应时发现会发光。这种新型荧光素具有不寻常的广泛修饰的肽性质,因此暗示了一种前所未有的作用机制。

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