UNIQUE CHOLESTERYL GLUCOSIDES IN HELICOBACTER-PYLORI - COMPOSITION AND STRUCTURAL-ANALYSIS

UNIQUE CHOLESTERYL GLUCOSIDES IN HELICOBACTER-PYLORI - COMPOSITION AND STRUCTURAL-ANALYSIS
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DOI:
10.1128/jb.177.18.5327-5333.1995
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发表时间:
1995-09-01
影响因子:
3.2
通讯作者:
OGUMA, K
OGUMA, K
中科院分区:
生物学3区
文献类型:
--
作者:
HIRAI, Y;HAQUE, M;OGUMA, K

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研究了一种氯仿-甲醇提取的幽门螺杆菌脂质。结果表明,在总脂中检测到约占25%(wt/wt)的3种糖脂,经鉴定为胆固醇糖苷。其中两个化合物的结构经鉴定为胆固醇基-α-D-葡萄糖苷和胆固醇基-6-O-十四酰基-α-D-葡萄糖苷,第三个化合物的可能结构经鉴定为胆固醇基-6-O-磷脂酰-α-D-葡萄糖苷。胆固醇葡萄糖苷在动物和细菌中非常罕见。此外,H.幽门螺杆菌具有α-糖苷键,这对于天然糖苷来说是相当不寻常的,并且磷酸连接的胆固醇糖苷如胆固醇基-6-O-磷脂酰-α-D-吡喃葡萄糖苷以前没有报道过。由于在不同地理位置获得的菌株中检测到胆固醇糖苷,因此在H.幽门螺杆菌是该物种的一个非常独特的特征。这些发现为H.幽门螺杆菌。此外,H. pylori具有溶血活性。
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-tetradecanoyl-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.