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来自发酵支原体的一种新型含磷酸胆碱糖甘油脂的结构

Structure of a novel phosphocholine-containing glycoglycerolipid from Mycoplasma fermentans.

作者信息

Matsuda K, Kasama T, Ishizuka I, Handa S, Yamamoto N, Taki T

机构信息

Department of Microbiology, Faculty of Medicine, Tokyo Medical and Dental University, Japan.

出版信息

J Biol Chem. 1994 Dec 30;269(52):33123-8.

PMID:7806541
Abstract

Mycoplasma fermentans is thought to be a pathogen of rheumatoid arthritis or cofactor of AIDS. A novel phosphocholine-containing glycoglycerophospholipid named GGPL-I was isolated from a M. fermentans-infected human helper T-cell culture. It was revealed that GGPL-I is a lipid component of the M. fermentans and a major immunological determinant. The GGPL-I was purified by DEAE-Sephadex column chromatography and repeated Iatrobeads column chromatography. The purified glycophospholipid was subjected to structural characterization by thin-layer chromatography, Fourier-transform infrared spectrometry, liquid secondary ion mass spectrometry, and nuclear magnetic resonance spectroscopy. Its structure was determined to be as follows: 6'-O-phosphocholine-alpha-glucopyranosyl-(1'-3)-1,2-diacyl-sn-glycerol. This glycoglycerophospholipid is unique in containing phosphocholine, which is attached to C-6 of glucose. The stereospecific numbering (sn) of naturally occurring GGPL-I was determined through comparison with chemically synthesized compounds.

摘要

发酵支原体被认为是类风湿性关节炎的病原体或艾滋病的辅助因子。从受发酵支原体感染的人辅助性T细胞培养物中分离出一种名为GGPL-I的新型含磷酸胆碱的糖甘油磷脂。结果表明,GGPL-I是发酵支原体的脂质成分和主要免疫决定因素。通过DEAE-葡聚糖柱色谱和重复的离子交换树脂柱色谱对GGPL-I进行纯化。通过薄层色谱、傅里叶变换红外光谱、液体二次离子质谱和核磁共振光谱对纯化的糖磷脂进行结构表征。其结构确定如下:6'-O-磷酸胆碱-α-吡喃葡萄糖基-(1'-3)-1,2-二酰基-sn-甘油。这种糖甘油磷脂的独特之处在于含有连接在葡萄糖C-6位上的磷酸胆碱。通过与化学合成化合物比较确定了天然存在的GGPL-I的立体专一编号(sn)。

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