革兰氏阳性菌中甘油磷酸糖脂与脂磷壁酸的关系。II. 甘油磷酸糖脂的结构

Eight glycerophosphoglycolipids were isolated from six Gram-positive bacteria. Besides sn-glycero-1-phospho-beta-gentiobiosyldiacylglycerol (i) and sn-glycero-1-phospho-alpha-kojibiosyldiacylglycerol (ii), three novel structures have been established: 1,2-di-O-acyl-3-O-[6-(sn-glycero-1-phospho)-alpha-D-glucopyranosyl-(1 leads to 2)-(6-O-acyl-alpha-D-glucopyranosyl)]glycerol (iii), 1,2-di-O-acyl-3-O-[6-(sn-glycero-1-phospho)-beta-D-glucopyranosyl-(1 leads to 6)-alpha-D-galactopyranosyl-(1 leads to 2)-alpha-D-glucopyranosyl]glycerol (iv), and 1,2-di-O-acyl-3-O-[6-(sn-glycero-1-phospho)-beta-D-glucopyranosyl-(1 leads to 6)-alpha-D-galactopyranosyl-(1 leads to 2)-(6-O-acyl-alpha-D-glucopyranosyl)]glycerol (v). 2. Compound i was isolated from Bacillus licheniformis, Bacillus subtilis and Staphylococcus aureus, compound ii from a group B Streptococcus, compounds ii and iii from Streptococcus lactis, compounds iv and v from Lactobacillus casei. Lactobacillus plantarum contained besides compounds iv and v a glycerophosphate derivative of 1,2-di-O-acyl-3-O-[alpha-D-galactopyranosyl (1 leads to 2)-alpha-D-glucopyranosyl]glycerol. 3. Identical structural features of the described glycerophosphoglycolipids and the corresponding lipoteichoic acids are discussed.

从六种革兰氏阳性菌中分离出了八种甘油磷酸糖脂。除了sn-甘油-1-磷酸-β-龙胆二糖二酰基甘油（i）和sn-甘油-1-磷酸-α-曲二糖二酰基甘油（ii）外，还确定了三种新结构：1,2-二-O-酰基-3-O-[6-(sn-甘油-1-磷酸)-α-D-吡喃葡萄糖基-(1→2)-(6-O-酰基-α-D-吡喃葡萄糖基)]甘油（iii）、1,2-二-O-酰基-3-O-[6-(sn-甘油-1-磷酸)-β-D-吡喃葡萄糖基-(1→6)-α-D-吡喃半乳糖基-(1→2)-α-D-吡喃葡萄糖基]甘油（iv）和1,2-二-O-酰基-3-O-[6-(sn-甘油-1-磷酸)-β-D-吡喃葡萄糖基-(1→6)-α-D-吡喃半乳糖基-(1→2)-(6-O-酰基-α-D-吡喃葡萄糖基)]甘油（v）。2. 化合物i从地衣芽孢杆菌、枯草芽孢杆菌和金黄色葡萄球菌中分离得到，化合物ii从B组链球菌中分离得到，化合物ii和iii从乳酸链球菌中分离得到，化合物iv和v从干酪乳杆菌中分离得到。植物乳杆菌除了含有化合物iv和v外，还含有1,2-二-O-酰基-3-O-[α-D-吡喃半乳糖基(1→2)-α-D-吡喃葡萄糖基]甘油的甘油磷酸衍生物。3. 讨论了所描述的甘油磷酸糖脂与相应脂磷壁酸相同的结构特征。

On the relationship between glycerophosphoglycolipids and lipoteichoic acids in Gram-positive bacteria. II. Structures of glycerophosphoglycolipids.