3-aminopropyl β-D-galactopyranosyl-(1→6)-[α-L-arabinofuranosyl-(1→3)]-β-D-galactopyranosyl-(1→6)-β-D-galactopyranoside | 1190749-53-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-aminopropyl β-D-galactopyranosyl-(1→6)-[α-L-arabinofuranosyl-(1→3)]-β-D-galactopyranosyl-(1→6)-β-D-galactopyranoside
• 英文别名: 3-aminopropyl β-D-galactopyranosyl-(1->6)-[α-L-arabinofuranosyl-(1->3)]-β-D-galactopyranosyl-(1->6)-β-D-galactopyranoside；(2R,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6R)-6-(3-aminopropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1190749-53-1
• 化学式: C₂₆H₄₇NO₂₀
• 分子量: 693.654
• InChiKey: IIMYVKCAEGYKJF-SBXKHVCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.9
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  343
• 氢给体数：
  13
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  3-azidopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1→6)-[2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1→3)]-2,4-di-O-benzoyl-β-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 在 10% palladium on activated carbon 、 氢气 作用下， 以 水 为溶剂， 反应 2.0h， 以82%的产率得到3-aminopropyl β-D-galactopyranosyl-(1→6)-[α-L-arabinofuranosyl-(1→3)]-β-D-galactopyranosyl-(1→6)-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of 3,6-branched arabinogalactan-type tetra- and hexasaccharides for characterization of monoclonal antibodies

  摘要：

  Synthesis of tetra- and hexasaccharides built up from a beta-(1 -> 6)-linked galactopyranosyl backbone with arabinofuranosyl side chains at position 3 and with a 3-aminopropyl spacer related to arabinogalactans is described. These oligosaccharides were prepared for investigation of monoclonal antibodies raised against arabinogalactan proteins (AGPs) from pressed juice of Echinacea purpurea. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.04.025

文献信息

• One-pot synthesis of branched oligosaccharides by use of galacto- and mannopyranosyl thioglycoside diols as key glycosylating agents
  作者：Xing-Yong Liang、Qiang-Wei Liu、Hua-Chao Bin、Jin-Song Yang

  DOI：10.1039/c3ob40421h

  日期：——

  one-pot synthesis of three fully protected oligosaccharides 22, 36, and 50 with di-branched structures by employing D-galacto- and mannopyranosyl thioglycoside diols as central glycosylating agents. After global deprotection, they were converted respectively into the 3-aminopropyl linker-containing free oligosaccharide fragments 14, 24, and 38 structurally related to cell wall oligosaccharides from Atractylodes

  我们描述在本文中的高效的四组分一锅合成的三个完全受保护的低聚糖22，36，和50与二支化结构通过采用d -galacto-和吡喃甘露糖基硫代糖苷二醇中央糖基化剂。完全脱保护后，将它们分别转化成3-氨基丙基含有接头-自由寡糖片段14，24，和38结构上与细胞壁寡糖从苍术DC，海洋真菌Lineolata rhizophorae和致病结核分枝杆菌。异头碳原子上的3-氨基丙基接头可使这些合成的低聚物与合适的蛋白质载体缀合。