2-(2-butoxycyclobutene-3,4-dione-1-ylamino)ethyl-β-D-mannopyranosyl-(1→2)-β-D-mannopyranosyl-(1→2)-α-D-mannopyranoside | 1583320-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-butoxycyclobutene-3,4-dione-1-ylamino)ethyl-β-D-mannopyranosyl-(1→2)-β-D-mannopyranosyl-(1→2)-α-D-mannopyranoside
• CAS: 1583320-61-9
• 化学式: C₂₈H₄₅NO₁₉
• 分子量: 699.661
• InChiKey: YKABUCRWDVEBHU-GEYZZPLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.66
• 重原子数：
  48.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  313.08
• 氢给体数：
  11.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1→2)-3-O-benzyl-4,6-O-benzylidene-(1→2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 1.5h， 生成 2-(2-butoxycyclobutene-3,4-dione-1-ylamino)ethyl-β-D-mannopyranosyl-(1→2)-β-D-mannopyranosyl-(1→2)-α-D-mannopyranoside
  参考文献：
  名称：

  Oligosaccharides and Peptide Displayed on an Amphiphilic Polymer Enable Solid Phase Assay of Hapten Specific Antibodies

  摘要：

  Copovidone, a copolymer of vinyl acetate and N-vinyl-2-pyrrolidone, was synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization, and after deacetylation the polymer was functionalized by introduction of amino, azide, and alkyne pendant groups to allow attachment of glycans and peptide. Candida albicans beta-mannan trisaccharides 1 and 2 and M. tuberculosis arabinan hexasaccharide 3 with appropriate tethers were conjugated to the polymers by squarate or click chemistry. C. albicans T-cell peptide 4 bearing a C-terminal epsilon-azidolysine was also conjugated to copovidone by click chemistry. The resulting conjugates provide convenient non-protein-based antigens that are readily adsorbed on ELISA plates, and display excellent characteristics for assay of antibody binding to the haptenic group of interest. Copovidone and BSA glycoconjugates exhibited similar adsorption characteristics when used to coat ELISA plates, and both conjugates were optimal when used as coating solutions at low nanogram/mL concentrations. Provided that the copovidone conjugated glycan is stable to acid, assay plates can be easily processed for reuse at least three times without detectable variation or degradation in ELISA readout.

  DOI：

  10.1021/bc400486w