Bis-dehydro-isomarrianolic acid dimethylester | 260255-54-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Bis-dehydro-isomarrianolic acid dimethylester
• 英文别名: methyl (1R,2S)-7-hydroxy-1-(2-methoxy-2-oxoethyl)-2-methyl-3,4-dihydro-1H-phenanthrene-2-carboxylate
• CAS: 260255-54-7
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: JDRFRBSPWWEFSW-XLIONFOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Bis-dehydro-isomarrianolic acid methylether 在 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.17h， 生成 Bis-dehydro-isomarrianolic acid dimethylester
  参考文献：
  名称：

  Photophysical and Structural Features of Inclusion Complexes with Fluorescent Dyes

  摘要：

  The synthesis of a new water-soluble beta-cyclodextrin CD-St with seven steroidic naphthalene chromophores linked to the primary rim, is reported together with the photophysical and structural features of its inclusion complexes with merocyanine and oxazine fluorescent dyes. These complexes were formed in a buffer at pH 10. At this pH the cyclodextrin is 14 times negatively charged since each chromophore bears two carboxylic groups. No excimer emission was detected, as expected from the design principles. Two complexes can be formed with stoichiometries 1:1 and 2:1 (CD:dye) for both dyes. The respective association constants were determined. In the 2:1 complexes, the cyclodextrin secondary rims are facing each other. Such complexes are outstanding artificial antennae with 14 chromophores surrounding an energy acceptor. Comparison was made with another (previously reported) water-soluble beta-cyclodextrin CD-NA with seven naphthalene chromophores-also linked to the primary rim-but bearing only one carboxylic group each. In fact, CD-NA only forms 1:1 complexes with the same dyes. The difference in complexing abilty of CD-NA and CD-St is discussed.

  DOI：

  10.1002/(sici)1521-3765(19991203)5:12<3666::aid-chem3666>3.0.co;2-2

文献信息

• Photophysical and Structural Features of Inclusion Complexes with Fluorescent Dyes
  作者：Patricia Choppinet、Ludovic Jullien、Bernard Valeur

  DOI：10.1002/(sici)1521-3765(19991203)5:12<3666::aid-chem3666>3.0.co;2-2

  日期：1999.12.3

  The synthesis of a new water-soluble beta-cyclodextrin CD-St with seven steroidic naphthalene chromophores linked to the primary rim, is reported together with the photophysical and structural features of its inclusion complexes with merocyanine and oxazine fluorescent dyes. These complexes were formed in a buffer at pH 10. At this pH the cyclodextrin is 14 times negatively charged since each chromophore bears two carboxylic groups. No excimer emission was detected, as expected from the design principles. Two complexes can be formed with stoichiometries 1:1 and 2:1 (CD:dye) for both dyes. The respective association constants were determined. In the 2:1 complexes, the cyclodextrin secondary rims are facing each other. Such complexes are outstanding artificial antennae with 14 chromophores surrounding an energy acceptor. Comparison was made with another (previously reported) water-soluble beta-cyclodextrin CD-NA with seven naphthalene chromophores-also linked to the primary rim-but bearing only one carboxylic group each. In fact, CD-NA only forms 1:1 complexes with the same dyes. The difference in complexing abilty of CD-NA and CD-St is discussed.