• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Towards a Synthetic Glycoconjugate Vaccine Against Neisseria meningitidis A
【24h】

Towards a Synthetic Glycoconjugate Vaccine Against Neisseria meningitidis A

机译：迈向针对脑膜炎奈瑟氏球菌A的糖共轭复合疫苗

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Albumin conjugates of synthetic fragments of the capsular polysaccharide of the Gram-negative bacterium Neisseria meningitidis serogroup A were prepared. The fragments include monosaccharides 1 [alpha-D-ManpNAc-(1->O)-(CH_2)_2NH_2] and 2 [6-O-P(O)-(O~-)_2-alpha-D-ManpNAc-(1->O)-(CH_2)_2N-H_2], disaccharide 3 {alpha-D-ManpNAc-[1->O-P(O)(O~-)->6]-alpha-D-ManpNAc-(1->O)-P(O)(O~-)->6]-alpha-D-ManpNAc-(1->O)-(CH_2)_2MH_2}, and trisaccharide 4 {alpha-D-ManpNAc-[1->O-P(O)(O~-)->6]-alpha-D-ManpNAc-(1->O)-(CH_2)_2NH_2}. Two monosaccharide blocks were employed as key intermediates. The reducting-end mannose unit featured the NHAc group at C-2, and contained the aminoethyl spacer as the aglycon for the final bioconjugation. The interresidual phosphodiester linkages were fashioned from an anomerically positioned H-phosphonate group in a 2-azido-mannose building block. The spacer-linked saccharides 1-4 were N-acylated with hepta-4,6-dienoic acid and the resulting conjugated diene-eeqipped saccharides were subjected to Diels-Alder-type addition with mleimidobutyryl-group functionalized human serum albumin to form covalent conjugates containing up to 26 saccharide haptens per albumin molecule. Complete ~1H, ~13C, and ~31P NMR assignments for 1-4 are given. Antigenicity of the neoglycoconjugates containing 1-4 was demonstrated by a double immunodiffusion assay which indicated that a fragment as small as a monosaccharide is recognized by a polyclonal meningococcus group A antiserum and that the O-acetyl group(s) present in the natural capsular material is not essential for antigenicity.
机译：制备革兰氏阴性细菌脑膜炎奈瑟氏菌血清群A的荚膜多糖的合成片段的白蛋白缀合物。片段包括单糖1 [α-D-ManpNAc-（1-> O）-（CH_2）_2NH_2]和2 [6-OP（O）-（O〜-）_2-α-D-ManpNAc-（1- > O）-（CH_2）_2N-H_2]，二糖3 {alpha-D-ManpNAc- [1-> OP（O）（O〜-）-> 6] -alpha-D-ManpNAc-（1-> O ）-P（O）（O〜-）-> 6] -alpha-D-ManpNAc-（1-> O）-（CH_2）_2MH_2}和三糖4 {alpha-D-ManpNAc- [1-> OP （O）（O〜-）-> 6]-α-D-ManpNAc-（1-> O）-（CH_2）_2NH_2}。两个单糖嵌段用作关键中间体。还原端甘露糖单元在C-2处具有NHAc基团，并包含氨乙基间隔基作为糖苷配基用于最终的生物缀合。残基间的磷酸二酯键由2-叠氮基-甘露糖结构单元中的一个位于异位的H-膦酸酯基团形成。将间隔基连接的糖1-4用庚基4,6-二烯酸N-酰化，并将得到的缀合有二烯的缀合二糖经Diels-Alder型加亚胺基丁酰基官能化的人血清白蛋白形成共价缀合物。每个白蛋白分子最多包含26个糖半抗原。给出了1-4的完整〜1H，〜13C和〜31P NMR分配。通过双重免疫扩散测定法证明了含有1-4的新糖缀合物的抗原性，该分析表明，单糖小片段可被多克隆脑膜炎球菌A组抗血清识别，并且天然荚膜材料中存在O-乙酰基抗原性不是必需的。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号