6-O-(α-L-rhamnopyranosyl)-α-D-galactopyranose | 68567-48-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-(α-L-rhamnopyranosyl)-α-D-galactopyranose
• 英文别名: 6-O-α-L-rhamnopyranosyl-D-galactose；α-robinobiose；α-Robinobiose；Rha(a1-6)a-Gal；(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• CAS: 68567-48-6
• 化学式: C₁₂H₂₂O₁₀
• 分子量: 326.301
• InChiKey: OVVGHDNPYGTYIT-RZQSCCQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  169
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,2:3,4-di-O-isopropylidene-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-galactopyranose 在 三氟乙酸 、 sodium methylate 作用下， 以 水 、 甲醇 为溶剂， 反应 1.25h， 生成 6-O-(α-L-rhamnopyranosyl)-α-D-galactopyranose 、 6-O-(α-L-rhamnopyranosyl)-β-D-galactopyranose
  参考文献：
  名称：

  Synthesis of fluorescently labelled rhamnosides: probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes

  摘要：

  Three fluorescently labelled saccharides 10-12, representing structures found in pectic glycan rhamnogalacturonan II (RG-II), were synthesised by chemical glycosylation of O-6 of diacetone-D-galactose followed by deprotection and reductive amination with amino-substituted fluorophore APTS. This convenient method installs a common aminogalactitol-based tether in order to preserve the integrity of the reducing end of specific carbohydrates of interest. APTS-labelled glycans prepared in this manner were purified by carbohydrate gel electrophoresis and subjected to capillary electrophoresis analysis, as a basis for the subsequent development of high sensitivity assays for RG-II-active enzymes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.039

文献信息

• Synthesis of fluorescently labelled rhamnosides: probes for the evaluation of rhamnogalacturonan II biosynthetic enzymes
  作者：Efthymia Prifti、Stephan Goetz、Sergey A. Nepogodiev、Robert A. Field

  DOI：10.1016/j.carres.2011.03.039

  日期：2011.9

  Three fluorescently labelled saccharides 10-12, representing structures found in pectic glycan rhamnogalacturonan II (RG-II), were synthesised by chemical glycosylation of O-6 of diacetone-D-galactose followed by deprotection and reductive amination with amino-substituted fluorophore APTS. This convenient method installs a common aminogalactitol-based tether in order to preserve the integrity of the reducing end of specific carbohydrates of interest. APTS-labelled glycans prepared in this manner were purified by carbohydrate gel electrophoresis and subjected to capillary electrophoresis analysis, as a basis for the subsequent development of high sensitivity assays for RG-II-active enzymes. (C) 2011 Elsevier Ltd. All rights reserved.