3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->8)-[3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->4)]-3-(2-aminoethylthio)propyl-3-deoxy-α-D-manno-oct-2-ulopyranosidonic acid | 1225200-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->8)-[3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->4)]-3-(2-aminoethylthio)propyl-3-deoxy-α-D-manno-oct-2-ulopyranosidonic acid
• CAS: 1225200-07-6
• 化学式: C₂₉H₄₉NO₂₂S
• 分子量: 795.768
• InChiKey: FZKZHBLMFVIPMT-WHQJAOKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.93
• 重原子数：
  53.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  395.6
• 氢给体数：
  14.0
• 氢受体数：
  21.0

反应信息

• 作为产物：
  描述：

  sodium (3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->8)-[sodium (3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-sodium (allyl 3-deoxy-α-D-manno-oct-2-ulopyranosid)onate 、 半胱胺盐酸盐 以 水 为溶剂， 反应 15.0h， 以92%的产率得到3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->8)-[3-deoxy-α-D-manno-oct-2-ulopyranosylonic acid-(2->4)]-3-(2-aminoethylthio)propyl-3-deoxy-α-D-manno-oct-2-ulopyranosidonic acid
  参考文献：
  名称：

  Synthesis of a neoglycoconjugate containing a Chlamydophila psittaci-specific branched Kdo trisaccharide epitope

  摘要：

  The branched Kdo trisaccharide sodium (3-deoxy-alpha-D-manno-oct-2-ulopyranosyl)onate-(2 -> 8)-[sodium (3-deoxy-alpha-D-manno-oct-2-ulopyranosyl)onate-(2 -> 4)]-sodium (allyl 3-deoxy-alpha-D-manno-oct-2-ulopyranosid)onate has been prepared utilizing the regioselective glycosylation of the C-7, C-8 diol entity of a Kdo monosaccharide acceptor with a Kdo bromide donor followed by the attachment of the third Kdo unit to O-4 of the disaccharide intermediate. Deacetylation and hydrolysis of the methyl ester groups furnished the trisaccharide allyl glycoside which was converted into the corresponding 3-(2-aminoethylthio)propyl glycoside. Subsequent covalent attachment to bovine serum albumin furnished a neoglyco-conjugate serving as an antigen for the induction of Chlamydophila psittaci-specific monoclonal antibodies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.015