6-deoxy-6-phenylthio-β-cyclodextrin | 103814-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-deoxy-6-phenylthio-β-cyclodextrin
• CAS: 103814-29-5
• 化学式: C₄₈H₇₄O₃₄S
• 分子量: 1227.16
• InChiKey: FTCJQLNHGUGHOI-IHHCOHTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.43
• 重原子数：
  83.0
• 可旋转键数：
  9.0
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  533.82
• 氢给体数：
  20.0
• 氢受体数：
  35.0

反应信息

• 作为反应物：
  描述：

  6-deoxy-6-phenylthio-β-cyclodextrin 在 双氧水 作用下， 以 乙醇 为溶剂， 反应 144.0h， 以99.6%的产率得到6-deoxy-6-phenylsulpinyl-β-cyclodextrin
  参考文献：
  名称：

  Kamitori, Shigehiro; Hirotsu, Ken; Higuchi, Taiichi, Journal of the Chemical Society. Perkin transactions II, 1987, p. 7 - 14

  摘要：

  DOI：
• 作为产物：
  描述：

  苯硫酚 、 mono-6-deoxy-6-(p-toluenesulfonyl)-β-cyclodextrin 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以52%的产率得到6-deoxy-6-phenylthio-β-cyclodextrin
  参考文献：
  名称：

  Kamitori, Shigehiro; Hirotsu, Ken; Higuchi, Taiichi, Journal of the Chemical Society. Perkin transactions II, 1987, p. 7 - 14

  摘要：

  DOI：

文献信息

• First selective synthesis of thio-β-cyclodextrin derivatives by a direct mitsunobu reaction on free β-cyclodextrin
  作者：Florence Sallas、Pierre Leroy、Alain Marsura、Alain Nicolas

  DOI：10.1016/0040-4039(94)88080-8

  日期：1994.8

  The synthesis of mono and disubstituted β-CD thio derivatives has been successfully achieved by a thio-Mitsunobu reaction with a thio-saccharide and aromatic thiols directly on unprotected β-CD.

  单和双取代的β-CD硫代衍生物的合成已通过硫-Mitsunobu反应直接与未保护的β-CD上的硫代糖和芳香族硫醇成功完成。
• Helical templating of oligopeptides by cyclodextrin dimers
  作者：David Wilson、Lisa Perlson、Ronald Breslow

  DOI：10.1016/s0968-0896(03)00153-6

  日期：2003.6

  beta-cyclodextrin-based receptors were synthesized and tested for their ability to induce a helical fold in peptides bearing hydrophobic amino acid residues in the i, i + 11- or i, i + 14-positions. Circular dichroism experiments revealed that a dimeric beta-cylodextrin receptor synthesized from a [1,1'-biphenyl]-4,4'-dithiol core demonstrated an ability to fold a designed peptide bearing the artificial amino acid L-p-t-butylphenylalanine in the i, i + 11-positions, while other dimeric and monomeric receptors failed to do so. Titration studies were performed using both circular dichroism and calorimetry, the analysis of which yielded an apparent K,, on the order of 10(4)-10(5) M-1. However, no evidence could be obtained for helical folding with a peptide carrying tryptophan residues in place of the p-t-butylphenylala nine units. Our studies suggest that receptors of this type may be useful in molecular recognition of hydrophobic, already alpha-helical peptides in aqueous solution. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Enzyme-based discrimination between clockwise and counterclockwise isomers of unsymmetrically disubstituted β-cyclodextrins. 6A,6B- and 6A,6G-derivatives
  作者：Kahee Fujita、Atsuo Matsunaga、Yoshiko Ikeda、Taiji Imoto

  DOI：10.1016/s0040-4039(00)99021-x

  日期：——