4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-butyric acid | 198149-54-1

• 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: 4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-butyric acid
• 英文别名: 5-oxo-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]pentanoic acid
• CAS: 198149-54-1
• 化学式: C₁₁H₁₉NO₈
• 分子量: 293.274
• InChiKey: JPVQAZBYNWBSEW-ILRUBACJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  单-6-O-氨基-Β-环糊精 、 4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-butyric acid 在 1-羟基苯并三唑一水物 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以54.5%的产率得到mono-6-[5-(β-D-galactopyranosylamino)-1,5-dioxopentyl]amino-6-deoxy-β-cyclodextrin
  参考文献：
  名称：

  Synthesis of Cyclodextrin Derivatives Carrying Bio-Recognisable Saccharide Antennae

  摘要：

  The use of coupling saccharide antenna onto cyclodextrins allows mobility for the biologically active galactose head group, and allows the recognition process by the lectin (KbCWL). This paper reports a chemical synthesis of beta-CD derivatives using spacer arms 3, 4, 5, 6 and 9 carbon atoms. Preliminary results suggested that recognition is strongly dependent on the length of the spacer chain between the cyclodextrin and the sugar head group. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10033-8
• 作为产物：
  描述：

  2,3,4,6-tetra-O-Acetyl-β-D-galactopyranosyl isothiocyanate 在 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-butyric acid
  参考文献：
  名称：

  Synthesis of Cyclodextrin Derivatives Carrying Bio-Recognisable Saccharide Antennae

  摘要：

  The use of coupling saccharide antenna onto cyclodextrins allows mobility for the biologically active galactose head group, and allows the recognition process by the lectin (KbCWL). This paper reports a chemical synthesis of beta-CD derivatives using spacer arms 3, 4, 5, 6 and 9 carbon atoms. Preliminary results suggested that recognition is strongly dependent on the length of the spacer chain between the cyclodextrin and the sugar head group. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10033-8