Synthesis and conformational analysis of the repeating units of bacterial spore peptidoglycan

被引:3
作者
Keglevic, D [1 ]
Kojic-Prodic, B [1 ]
Tomisic, ZB [1 ]
机构
[1] Rudjer Boskovic Inst, HR-10002 Zagreb, Croatia
关键词
bacterial spore cortex repeating unit; peptidoglycan; N-acetylglucosamine; muramic acid 1 '; 2-lactam; synthesis; NMR; X-ray structure analysis; molecular modelling; conformational analysis;
D O I
10.1016/S0008-6215(03)00067-3
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Deprotection of the fully blocked disacharide allyl O-(2-amino-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranosyl-1',2-lactam)-(1 --> 4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-beta-D-glucopyranoside by selective de-O-allylation and parallel removal of the benzylidene and O-benzyl groups is described. The resulting beta-muramyl lactam-(1 --> 4)-GlcNAc disaccharide is characterised as the per-O-acetylated derivative by H-1 and C-13 NMR spectroscopy and X-ray structure analysis. Conformational analysis about glycosidic bond of repeating units of bacterial spore cortex is based on experimental data and molecular modelling. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1299 / 1308
页数:10
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