(2S)-2-amino-3-[1-[(2S,5S)-5-amino-5-carboxy-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxypentyl]-3-[(3S)-3-amino-3-carboxypropyl]-5-hydroxypyridin-1-ium-4-yl]propanoate | 1005413-35-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S)-2-amino-3-[1-[(2S,5S)-5-amino-5-carboxy-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxypentyl]-3-[(3S)-3-amino-3-carboxypropyl]-5-hydroxypyridin-1-ium-4-yl]propanoate
• CAS: 1005413-35-3
• 化学式: C₃₀H₄₈N₄O₁₈
• 分子量: 752.727
• InChiKey: FYCJGSBXQBFYMS-SVEVXWAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -11.8
• 重原子数：
  52
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  395
• 氢给体数：
  13
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  在 palladium dichloride 氢气 、 DOWEX 50WX₈-200 作用下， 以 甲醇 、 水 、 溶剂黄146 、 ammonium hydroxide 为溶剂， 反应 16.0h， 以73%的产率得到(2S)-2-amino-3-[1-[(2S,5S)-5-amino-5-carboxy-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxypentyl]-3-[(3S)-3-amino-3-carboxypropyl]-5-hydroxypyridin-1-ium-4-yl]propanoate
  参考文献：
  名称：

  A simple strategy for the synthesis of the glycosylated collagen biomarkers α-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-O-pyridinoline (Glc-Gal-PYD), α-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-5-O-hydroxylysine (Glc-Gal-Hyl) and of their unnatural epimers Glc-Gal-epiPYD and Glc-Gal-epiHyl

  摘要：

  A short synthetic strategy for the preparation of the alpha-D-glucopyranosyl-(1 -> 2)-beta-D-galactopyranosyl-O-pyridinoline (Glc-Gat-PYD), of the alpha-D-glucopyranosyl-(1 -> 2)-beta-D-galactopyranosyl-5-O-hydroxylysine (Glc-Gal-Hyl) and of their respective epimers, Glc-Gal-epiPYD and Glc-Gal-epiHyl, useful for the analytical evaluation of collagen biomarkers in human sinovium and bone, is reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.037