13C-labeled tetraphenylphosphonium bromide | 1466545-66-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 13C-labeled tetraphenylphosphonium bromide
• CAS: 1466545-66-3
• 化学式: Br*C₂₄H₂₀P
• 分子量: 425.235
• InChiKey: BRKFQVAOMSWFDU-KXADRVTNSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  三苯基膦 、 溴苯-13C6 在 nickel dibromide 作用下， 以 乙二醇 为溶剂， 反应 4.0h， 以106 mg的产率得到13C-labeled tetraphenylphosphonium bromide
  参考文献：
  名称：

  Detecting Substrates Bound to the Secondary Multidrug Efflux Pump EmrE by DNP-Enhanced Solid-State NMR

  摘要：

  Escherichia coli EmrE, a homodimeric multidrug antiporter, has been suggested to offer a convenient paradigm for secondary transporters due to its small size. It contains four transmembrane helices and forms a functional dimer. We have probed the specific binding of substrates TPP+ and MTP+ to EmrE reconstituted into 1,2-dimyristoyl-sn-glycero-3-phosphocholine liposomes by P-31 MAS NMR. Our NMR data show that both substrates occupy the same binding pocket but also indicate some degree of heterogeneity of the bound ligand population, reflecting the promiscuous nature of ligand binding by multidrug efflux pumps. Direct interaction between C-13-labeled TPP+ and key residues within the EmrE dimer has been probed by through-space C-13-C-13 correlation spectroscopy. This was made possible by the use of solid-state NMR enhanced by dynamic nuclear polarization (DNP) through which a 19-fold signal enhancement was achieved. Our data provide clear evidence for the long assumed direct interaction between substrates such as TPP+ and the essential residue E14 in transmembrane helix 1. Our work also demonstrates the power of DNP-enhanced solid-state NMR at low temperatures for the study for secondary transporters, which are highly challenging for conventional NMR detection.

  DOI：

  10.1021/ja402605s