2-[(11-phenoxyundecyl)oxy]tetrahydro-2H-pyran | 849480-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(11-phenoxyundecyl)oxy]tetrahydro-2H-pyran
• 英文别名: 2-[(11-Phenoxyundecyl)oxy]tetrahydropyran；2-(11-phenoxyundecoxy)oxane
• CAS: 849480-73-5
• 化学式: C₂₂H₃₆O₃
• 分子量: 348.526
• InChiKey: MEBWPEWFAPBFMC-UHFFFAOYSA-N

物化性质

• 沸点：
  454.1±30.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(11-phenoxyundecyl)oxy]tetrahydro-2H-pyran 在 四氮唑 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.5h， 生成 dibenzyl 11-phenoxyundecyl phosphate
  参考文献：
  名称：

  Identification of a UDP-Gal: GlcNAc-R galactosyltransferase activity in Escherichia coli VW187

  摘要：

  A novel acceptor substrate for galactosyltransferase was synthesized containing GlcNAcalpha-pyrophosphate, covalently bound to a hydrophobic phenoxyundecyl moiety (GlcNAc alpha-PO3-PO3-(CH2)(11)-O-Phenyl). The new substrate was used to develop an assay for a galactosyltransferase activity from Escherichia coli strain VW187 that is involved in lipopolysaccharide synthesis and has not been studied by others. We showed that Gal was transferred from UDP-Gal to the novel acceptor substrate. This was a significant improvement over our previous preliminary assays of the enzyme using endogenous substrate, and showed that these synthetic substrates are useful for assaying enzymes that utilize lipid-bound substrates in O-chain synthesis in Gram-negative bacteria. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.077
• 作为产物：
  描述：

  11-溴-1-十一醇 在 氢氧化钾 、 甲基三辛基氯化铵 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 2-[(11-phenoxyundecyl)oxy]tetrahydro-2H-pyran
  参考文献：
  名称：

  Identification of a UDP-Gal: GlcNAc-R galactosyltransferase activity in Escherichia coli VW187

  摘要：

  A novel acceptor substrate for galactosyltransferase was synthesized containing GlcNAcalpha-pyrophosphate, covalently bound to a hydrophobic phenoxyundecyl moiety (GlcNAc alpha-PO3-PO3-(CH2)(11)-O-Phenyl). The new substrate was used to develop an assay for a galactosyltransferase activity from Escherichia coli strain VW187 that is involved in lipopolysaccharide synthesis and has not been studied by others. We showed that Gal was transferred from UDP-Gal to the novel acceptor substrate. This was a significant improvement over our previous preliminary assays of the enzyme using endogenous substrate, and showed that these synthetic substrates are useful for assaying enzymes that utilize lipid-bound substrates in O-chain synthesis in Gram-negative bacteria. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.077