| 1357297-30-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1357297-30-3
• 化学式: C₆₈H₁₀₉N₃O₁₀
• 分子量: 1128.63
• InChiKey: NBNXIKMQFHKDPX-VWBLNRHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.51
• 重原子数：
  81.0
• 可旋转键数：
  48.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  174.06
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  在 甲酸 、 钯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 水 为溶剂， 反应 27.0h， 生成 18-pentatriacontanyl 6-O-[5-(N,N-dimethylamino)-naphthalene-1-sulfonylamino]-6-deoxy-α-D-glucopyranosyl-(1->4)-β-D-galactopyranoside
  参考文献：
  名称：

  Development of a fluorescent probe for the study of the sponge-derived simplexide immunological properties

  摘要：

  Simplexide is a glycolipid of marine origin, endowed with immunological properties, composed of a long chain secondary alcohol glycosylated by an alpha-D-glucosyl-(1 -> 4)-beta-D-galactosyl disaccharide residue. Herein we describe the preparation of a fluorescent derivative of simplexide, labeled at position 6 of the distal glucose with a dansyl group, as a probe for future studies on the mechanism by which simplexide affects the immune system. Fluorescent simplexide was prepared from a 6 ''-amino functionalized compound, which in turn was obtained through a highly efficient glycosylation between the preformed activated disaccharide and the long chain secondary alcohol 18-pentatriacontanol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.11.017
• 作为产物：
  描述：

  18-pentatriacontanyl 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Development of a fluorescent probe for the study of the sponge-derived simplexide immunological properties

  摘要：

  Simplexide is a glycolipid of marine origin, endowed with immunological properties, composed of a long chain secondary alcohol glycosylated by an alpha-D-glucosyl-(1 -> 4)-beta-D-galactosyl disaccharide residue. Herein we describe the preparation of a fluorescent derivative of simplexide, labeled at position 6 of the distal glucose with a dansyl group, as a probe for future studies on the mechanism by which simplexide affects the immune system. Fluorescent simplexide was prepared from a 6 ''-amino functionalized compound, which in turn was obtained through a highly efficient glycosylation between the preformed activated disaccharide and the long chain secondary alcohol 18-pentatriacontanol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.11.017