(2S,3R,4S,5R,6R)-4-azido-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5R,6R)-4-azido-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• 化学式: C6H11N3O6
• 分子量: 221.17
• InChiKey: HSZMAGWEZVZCNR-PQMKYFCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  125
• 氢给体数：
  5
• 氢受体数：
  8

文献信息

• RAPID GLYCOPEPTIDE OPTIMIZATION VIA NEOGLYCOSYLATION
  申请人：Thorson Jon S.

  公开号：US20080114157A1

  公开（公告）日：2008-05-15

  The present invention generally relates to methods and compositions for generating vancomycin analogs. Specifically the invention relates to generating a vancomycin library through chemoselective ligation of a sugar moiety with a vancomycin aglycon. In particular, the present invention provides a library of vancomycin analogs, where the member of the library comprises at least one vancomycin analog selected from 2′-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 3′-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 4′-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 6′-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 2′-N-acylbiphenyl-glucosyl vancomycin neoglycoside, 3′-N-acylbiphenoyl-glucosyl vancomycin neoglycoside, 4′-N-acylbiphenoyl-glucosyl vancomycin neoglycoside and 6′-N-acylbiphenoyl-glucosyl vancomycin neoglycoside.

  本发明一般涉及用于生成万古霉素类似物的方法和组合物。具体而言，本发明涉及通过糖基与万古霉素非糖基的化学选择性连接来生成万古霉素文库。特别地，本发明提供了一个万古霉素类似物文库，其中该文库的成员包括至少一种从2'-N-酰基癸酰基-葡萄糖基万古霉素新糖苷、3'-N-酰基癸酰基-葡萄糖基万古霉素新糖苷、4'-N-酰基癸酰基-葡萄糖基万古霉素新糖苷、6'-N-酰基癸酰基-葡萄糖基万古霉素新糖苷、2'-N-酰基联苯基-葡萄糖基万古霉素新糖苷、3'-N-酰基联苯基-葡萄糖基万古霉素新糖苷、4'-N-酰基联苯基-葡萄糖基万古霉素新糖苷和6'-N-酰基联苯基-葡萄糖基万古霉素新糖苷中选择的至少一种万古霉素类似物。
• US8236926B2
  申请人：——

  公开号：US8236926B2

  公开（公告）日：2012-08-07
• US8710182B2
  申请人：——

  公开号：US8710182B2

  公开（公告）日：2014-04-29
• [EN] RAPID GLYCOPEPTIDE OPTIMIZATION VIA NEOGLYCOSYLATION<br/>[FR] OPTIMISATION GLYCOPEPTIDIQUE RAPIDE UTILISANT LA NÉOGLYCOSYLATION
  申请人：WISCONSIN ALUMNI RES FOUND

  公开号：WO2008076483A2

  公开（公告）日：2008-06-26

  (EN) The present invention generally relates to methods and compositions for generating vancomycin analogs. Specifically the invention relates to generating a vancomycin library through chemoselective ligation of a sugar moiety with a vancomycin aglycon. In particular, the present invention provides a library of vancomycin analogs, where the member of the library comprises at least one vancomycin analog selected from 2'-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 3'-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 4'-N- acyldecanoyl-glucosyl vancomycin neoglycoside, 6'-N-acyldecanoyl-glucosyl vancomycin neoglycoside, 2'-N-acylbiphenyl-glucosyl vancomycin neoglycoside, 3'-N-acylbiphenoyl-glucosyl vancomycin neoglycoside, 4'-N-acylbiphenoyl-glucosyl vancomycin neoglycoside and 6'-N-acylbiphenoyl-glucosyl vancomycin neoglycoside.(FR) La présente invention concerne de manière générale des procédés et des compositions destinés à générer des analogues de la vancomycine. L'invention concerne de manière spécifique la génération d'une bibliothèque de vancomycine via la ligature chimiosélective d'un fragment de sucre avec un aglycone de vancomycine. La présente invention concerne en particulier une bibliothèque d'analogues de la vancomycine dans laquelle l'élément de la bibliothèque comprend au moins un analogue de la vancomycine choisi parmi 2'-N-acyldécanoyl-glucosyl vancomycine néoglycoside, 3'-N-acyldécanoyl-glucosyl vancomycine néoglycoside, 4'-N- acyldécanoyl-glucosyl vancomycine néoglycoside, 6'-N-acyldécanoyl-glucosyl vancomycine néoglycoside, 2'-N-acylbiphényl-glucosyl vancomycine néoglycoside, 3'-N-acylbiphénoyl-glucosyl vancomycine néoglycoside, 4'-N-acylbiphénoyl-glucosyl vancomycine néoglycoside et 6'-N-acylbiphénoyl-glucosyl vancomycine néoglycoside.