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幽门螺杆菌中的独特胆固醇葡萄糖苷:组成与结构分析。

Unique cholesteryl glucosides in Helicobacter pylori: composition and structural analysis.

作者信息

Hirai Y, Haque M, Yoshida T, Yokota K, Yasuda T, Oguma K

机构信息

Department of Bacteriology, Okayama University Medical School, Japan.

出版信息

J Bacteriol. 1995 Sep;177(18):5327-33. doi: 10.1128/jb.177.18.5327-5333.1995.

DOI:10.1128/jb.177.18.5327-5333.1995
PMID:7665522
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC177327/
Abstract

A chloroform-methanol-extracted lipid of Helicobacter pylori was studied. Three kinds of glycolipids, accounting for about 25% (wt/wt) of the total lipid, were detected and identified to be cholesteryl glucosides. The structures of two of them were determined to be cholesteryl-alpha-D-glucopyranoside and cholesteryl-6-O-tetrade-canoyl-alpha-D-glucopyranoside, and the plausible structure of the third one was identified as cholesteryl-6-O-phosphatidyl-alpha-D-glucopyranoside. Cholesteryl glucosides are very rare in animals and bacteria. Furthermore, those in H. pylori had an alpha-glycosidic linkage, which is rather unusual for natural glycosides, and a phosphate-linked cholesteryl glycoside like the cholesteryl-6-O-phosphatidyl-alpha-D-glucopyranoside has not been reported previously. As the cholesterol glucosides were detected in strains obtained from diverse geographical locations, the presence of cholesteryl glucosides in H. pylori is a very unique and a characteristic feature of the species. These findings add a new facet to the physiology and biochemistry, especially the cholesterol and glucose metabolism, of H. pylori. Furthermore, the cholesteryl glucosides of H. pylori showed hemolytic activities.

摘要

对幽门螺杆菌的氯仿 - 甲醇提取物脂质进行了研究。检测到三种糖脂,约占总脂质的25%(重量/重量),并鉴定为胆固醇糖苷。其中两种的结构确定为胆固醇 - α - D - 吡喃葡萄糖苷和胆固醇 - 6 - O - 十四烷酰基 - α - D - 吡喃葡萄糖苷,第三种的可能结构鉴定为胆固醇 - 6 - O - 磷脂酰 - α - D - 吡喃葡萄糖苷。胆固醇糖苷在动物和细菌中非常罕见。此外,幽门螺杆菌中的那些具有α - 糖苷键,这对于天然糖苷来说相当不寻常,并且像胆固醇 - 6 - O - 磷脂酰 - α - D - 吡喃葡萄糖苷这样的磷酸连接胆固醇糖苷以前尚未见报道。由于在来自不同地理位置的菌株中都检测到了胆固醇糖苷,幽门螺杆菌中胆固醇糖苷的存在是该物种非常独特的特征。这些发现为幽门螺杆菌的生理学和生物化学,特别是胆固醇和葡萄糖代谢,增添了新的方面。此外,幽门螺杆菌的胆固醇糖苷具有溶血活性。

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