STRUCTURE OF THE O-SPECIFIC POLYSACCHARIDE OF THE O22-ANTIGEN (LPS) FROM ESCHERICHIA-COLI O22-K13
STRUCTURE OF THE O-SPECIFIC POLYSACCHARIDE OF THE O22-ANTIGEN (LPS) FROM ESCHERICHIA-COLI O22-K13
复制标题
DOI：
10.1016/0008-6215(94)84253-1
复制
发表时间：
1994-02-17
影响因子：
3.1
通讯作者：
JANN, K
中科院分区：
文献类型：
--
作者：
BARTELT, M;SHASHKOV, AS;JANN, K
O22抗原的多糖部分（脂多糖，LPS）由2-乙酰氨基-2-脱氧-D-半乳糖、D-葡萄糖醛酸、D-葡萄糖和D-半乳糖组成，摩尔比为2：1：1：1。甲基化分析以及1D和2D NMR光谱表明，O22多糖具有肟和相应取代产物的一级结构[GRAPHICS]。通过还原胺化得到3-氨基-3-脱氧-α-D-吡喃阿洛糖基-β-D-呋喃果糖苷，其可以容易地进一步官能化为甲基丙烯酰基和脂肪酸衍生物。在3-酮基蔗糖的硅烷化之后，可以通过格氏反应获得3-烯丙基和丁烯取代以及癸基和十二烷基取代的蔗糖，侧链是C-C连接到糖上。
The polysaccharide moiety of the O22-antigen (lipopolysaccharide, LPS) consists of 2-acetamido-2- deoxy-D-galactose, D-glucuronic acid, D-glucose, and D-galactose in the molar ratios 2:1:1:1. Methylation analysis as well as 1D and 2D NMR spectroscopy showed that the O22 polysaccharide has the primary structure[GRAPHICS]to the oxime and the corresponding substituted products. By reductive amination 3-amino-3-deoxy-alpha-D-allopyranosyl-beta-D-fructofuranoside is obtained which can readily be submitted to further functionalization to methacryloyl and fatty acid derivatives. After silylation of 3-ketosucrose the 3-allyl and butylene-substituted as well as decyl- and dodecyl-substituted sucrose can be obtained via Grignard reaction, the side chains being C-C linked to the saccharide.