chondrosine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: chondrosine
• 英文别名: Chondrosin；2-Amino-2-deoxy-3-O-(b-D-glucopyranuronosyl)-D-galactose；(2S,3S,4S,5R,6R)-6-[(3R,4R,5R,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• 化学式: C₁₂H₂₁NO₁₁
• 分子量: 355.299
• InChiKey: MMVCEIQLWBYBJB-RYAVACMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  212
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  dermatan sulfate 在 三氟乙酸 作用下， 反应 3.0h， 生成 D-吡喃葡萄糖 、 2-deoxy-2-amino glucose 、 D-吡喃葡萄糖醛酸 、 chondrosine 、 Galactosamine 、
  参考文献：
  名称：

  Acidolysis-based component mapping of glycosaminoglycans by reversed-phase high-performance liquid chromatography with off-line electrospray ionization–tandem mass spectrometry: Evidence and tags to distinguish different glycosaminoglycans

  摘要：

  Diverse monosaccharide analysis methods have been established for a long time, but few methods are available for a complete monosaccharide analysis of glycosaminoglycans (GAGS) and certain acidolysis-resistant components derived from GAGs. In this report, a reversed-phase high-performance liquid chromatography (RP-HPLC) method with pre-column 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatization was established for a complete monosaccharide analysis of GAGs. Good separation of glucosamine/mannosamine (GIcN/ManN) and glucuronic acid/iduronic acid (GlcA/IdoA) was achieved. This method can also be applied to analyze the acidolysis-resistant disaccharides derived from GAGs, and the sequences of these disaccharides were confirmed by electrospray ionization-collision-induced dissociation-tandem mass spectrometry (ESI-CID-MS/MS). These unique disaccharides could be used as markers to distinguish heparin/heparan sulfate (HP/HS), chondroitin sulfate/dermatan sulfate (CS/DS), and hyaluronic acid (HA). (c) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.ab.2014.07.021

文献信息

• Acidolysis-based component mapping of glycosaminoglycans by reversed-phase high-performance liquid chromatography with off-line electrospray ionization–tandem mass spectrometry: Evidence and tags to distinguish different glycosaminoglycans
  作者：He Zhu、Xuan Chen、Xiao Zhang、Lili Liu、Dapeng Cong、Xia Zhao、Guangli Yu

  DOI：10.1016/j.ab.2014.07.021

  日期：2014.11

  Diverse monosaccharide analysis methods have been established for a long time, but few methods are available for a complete monosaccharide analysis of glycosaminoglycans (GAGS) and certain acidolysis-resistant components derived from GAGs. In this report, a reversed-phase high-performance liquid chromatography (RP-HPLC) method with pre-column 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatization was established for a complete monosaccharide analysis of GAGs. Good separation of glucosamine/mannosamine (GIcN/ManN) and glucuronic acid/iduronic acid (GlcA/IdoA) was achieved. This method can also be applied to analyze the acidolysis-resistant disaccharides derived from GAGs, and the sequences of these disaccharides were confirmed by electrospray ionization-collision-induced dissociation-tandem mass spectrometry (ESI-CID-MS/MS). These unique disaccharides could be used as markers to distinguish heparin/heparan sulfate (HP/HS), chondroitin sulfate/dermatan sulfate (CS/DS), and hyaluronic acid (HA). (c) 2014 Elsevier Inc. All rights reserved.