7-octen-1-yl 2-acetamido-2-deoxy-3-O-(2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl)-β-D-glucopyranoside | 1258298-51-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-octen-1-yl 2-acetamido-2-deoxy-3-O-(2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl)-β-D-glucopyranoside
• 英文别名: N-[(2R,3R,4R,5S,6R)-4-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-2-oct-7-enoxyoxan-3-yl]acetamide
• CAS: 1258298-51-9
• 化学式: C₂₈H₄₉NO₁₅
• 分子量: 639.695
• InChiKey: PHIYJJDBKLWSRA-SKKHWUFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  246
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  7-octen-1-yl 2-acetamido-2-deoxy-3-O-(2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl)-β-D-glucopyranoside 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以83%的产率得到7-octyl 2-acetamido-2-deoxy-3-O-(2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of ABO histo-blood group type I and II antigens

  摘要：

  The ABO histo-blood group system is one of the most clinically important antigen families. As part of our overall goal to prepare the entire set of the A, B and H type I-VI antigens for a range of biochemical investigations, we report herein the synthesis of the type land II antigens with a 7-octen-1-yl aglycone. This linker was chosen to facilitate not only the future conjugation of the antigens to a protein or solid support but also the synthesis of the H type I and II octyl glycosides for enzyme kinetic studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.08.012
• 作为产物：
  描述：

  7-octen-1-yl 2-acetamido-3-O-(4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside 在 氨 、 sodium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以92%的产率得到7-octen-1-yl 2-acetamido-2-deoxy-3-O-(2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of ABO histo-blood group type I and II antigens

  摘要：

  The ABO histo-blood group system is one of the most clinically important antigen families. As part of our overall goal to prepare the entire set of the A, B and H type I-VI antigens for a range of biochemical investigations, we report herein the synthesis of the type land II antigens with a 7-octen-1-yl aglycone. This linker was chosen to facilitate not only the future conjugation of the antigens to a protein or solid support but also the synthesis of the H type I and II octyl glycosides for enzyme kinetic studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.08.012