(2R,3S,4S,5R)-1,6-Dimercapto-2,5-dimethyl-hexane-3,4-diol | 137626-18-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R)-1,6-Dimercapto-2,5-dimethyl-hexane-3,4-diol
• CAS: 137626-18-7
• 化学式: C₈H₁₈O₂S₂
• 分子量: 210.362
• InChiKey: HEORSSSONFMGNZ-XAMCCFCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R)-1,6-Dimercapto-2,5-dimethyl-hexane-3,4-diol 在 Oxone 作用下， 生成 (2R,5R,6S,2'R,5'R,6'S)-5,5'-Dimethyl-2,2'-bis-((2R,3R)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] 3,3,3',3'-tetraoxide
  参考文献：
  名称：

  Podand sulfones. Enantioselective receptors for peptidic ammonium ions

  摘要：

  Sulfone analogues of previously prepared tetrahydropyranoid podand receptors bind C-terminal amides and esters of alpha-amino acids with enantioselectivity as high as 80% ee. X-ray structures of the free receptor and several of its complexes are reported.

  DOI：

  10.1021/jo00025a002
• 作为产物：
  描述：

  (2S,3S,4S,5S)-2,5-Dimethyl-hexane-1,3,4,6-tetraol 在 lithium aluminium tetrahydride 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 生成 (2R,3S,4S,5R)-1,6-Dimercapto-2,5-dimethyl-hexane-3,4-diol
  参考文献：
  名称：

  Podand sulfones. Enantioselective receptors for peptidic ammonium ions

  摘要：

  Sulfone analogues of previously prepared tetrahydropyranoid podand receptors bind C-terminal amides and esters of alpha-amino acids with enantioselectivity as high as 80% ee. X-ray structures of the free receptor and several of its complexes are reported.

  DOI：

  10.1021/jo00025a002

文献信息

• Simple Structural Requirements for Sequence-Selective Peptide Receptors? Tripeptide Binding by a Podand Ionophore
  作者：Matthew T. Burger、W. Clark Still

  DOI：10.1021/jo970256w

  日期：1997.7.1

  A simple, dye(R)-labeled and conformationally restricted ionophore 2 was prepared and screened for peptide binding using solid-supported combinatorial libraries of 24 389 protected and unprotected tripeptides. The ionophore was found generally to bind unhindered cationic peptides having arginines or N-terminal glycines. The podand was particularly selective in the case of unprotected tripeptides and was able to selectively bind a single tripeptide (L-Arg-L-Phe-D-AsP) from the unprotected similar to 24000-member tripeptide library. These results indicate that relatively simple organic molecules can make highly sequence-selective receptors for tripeptides. Structural features of such receptors are discussed.