5-(carboxyethyl)pentyl 4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside | 1276117-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(carboxyethyl)pentyl 4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 1276117-47-5
• 化学式: C₄₅H₄₈N₂O₁₆
• 分子量: 872.88
• InChiKey: CXYFMERXJIZRER-ZAAPDEABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  63.0
• 可旋转键数：
  15.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  223.2
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  (2-methyl-5-tert-butylphenyl) 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 、 5-(carboxyethyl)pentyl 4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 5-(carboxyethyl)pentyl 3,6-di-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside 、 5-(carboxyethyl)pentyl 3,6-di-O-(2,3,4-tri-O-benzyl-L-fucopyranosyl)-4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of cross-reactive carbohydrate determinants fragments as tools for in vitro allergy diagnosis

  摘要：

  Four biotinylated tri and tetrasaccharide fragments of plant and invertebrate N-glycans were synthesized using methyl tert-butyl phenyl (MBP) thioglycosides donors in order to evaluate their involvement in cross-allergies as cross-reactive carbohydrate determinants (CCDs). Various levels of reactivity to anti-bee and anti-HRP antibodies and with sera from allergic patients were observed when the conjugates were coated on streptavidin microplates. The results showed the potential utility of these xylosylated and fucosylated oligosaccharide fragments in determining CCD antibody epitopes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.001
• 作为产物：
  描述：

  6-羟基己酸乙酯 在 吡啶 、 4-二甲氨基吡啶 、 氟化铵 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 5-(carboxyethyl)pentyl 4-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of cross-reactive carbohydrate determinants fragments as tools for in vitro allergy diagnosis

  摘要：

  Four biotinylated tri and tetrasaccharide fragments of plant and invertebrate N-glycans were synthesized using methyl tert-butyl phenyl (MBP) thioglycosides donors in order to evaluate their involvement in cross-allergies as cross-reactive carbohydrate determinants (CCDs). Various levels of reactivity to anti-bee and anti-HRP antibodies and with sera from allergic patients were observed when the conjugates were coated on streptavidin microplates. The results showed the potential utility of these xylosylated and fucosylated oligosaccharide fragments in determining CCD antibody epitopes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.001