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耻垢分枝杆菌中一种新型葡糖醛酸基二酰基甘油的分离与鉴定

Isolation and characterization of a novel glucuronosyl diacylglycerol from Mycobacterium smegmatis.

作者信息

Wolucka B A, McNeil M R, Kalbe L, Cocito C, Brennan P J

机构信息

Microbiology and Genetics Unit, University of Louvain, Medical School, Brussels, Belgium.

出版信息

Biochim Biophys Acta. 1993 Oct 13;1170(2):131-6. doi: 10.1016/0005-2760(93)90062-e.

DOI:10.1016/0005-2760(93)90062-e
PMID:8399336
Abstract

A glucuronic acid-containing diacylglycerol was isolated from exponentially growing Mycobacterium smegmatis. Structural analysis of the purified glycolipid, performed by gas chromatography-mass spectrometry, fast atom bombardment-mass spectrometry, and high resolution proton NMR, indicated the structure 3-(O-alpha-D-glucuronopyranosyl)-1,2-diacyl-sn-glycerol. Two forms of the glycolipid were observed differing in fatty acid composition. Both molecular species contained a hexadecanoic acid residue, whereas the second acyl group was either tuberculostearic acid (10-methylstearic acid) or octadecenoic acid. The inherent antigenicity of the glycolipid was shown by its ability to bind to anti-Mycobacterium avium (serovar 26) and anti-Mycobacterium tuberculosis sera by Western blot-type thin-layer chromatography. This is the second instance of the isolation of a glycosyl diacylglycerol from members of the Mycobacterium genus, further confirming its close relationship to Gram-positive bacteria.

摘要

从指数生长的耻垢分枝杆菌中分离出一种含葡萄糖醛酸的二酰基甘油。通过气相色谱-质谱、快原子轰击质谱和高分辨率质子核磁共振对纯化的糖脂进行结构分析,结果表明其结构为3-(O-α-D-吡喃葡萄糖醛酸基)-1,2-二酰基-sn-甘油。观察到两种形式的糖脂,其脂肪酸组成不同。两种分子种类都含有一个十六烷酸残基,而第二个酰基要么是结核硬脂酸(10-甲基硬脂酸),要么是十八碳烯酸。通过蛋白质印迹型薄层色谱法,该糖脂能够与抗鸟分枝杆菌(血清型26)和抗结核分枝杆菌血清结合,从而显示出其固有的抗原性。这是从分枝杆菌属成员中分离出糖基二酰基甘油的第二个实例,进一步证实了它与革兰氏阳性菌的密切关系。

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