Measurement of inclusion complex formation between cyclophane and biological relevant amino acids using electrospray ionization, cold-spray ionization and fast atom bombardment mass spectrometry

Chem Pharm Bull (Tokyo). 2005 Aug;53(8):1029-33. doi: 10.1248/cpb.53.1029.

Abstract

The investigation of the host-guest complex formations between cyclophane (TGDMAP) (1) as a host and L-acidic amino acids such as L-glutamic acid (Glu) and L-aspartic acid (Asp) as guests was carried out using fast atom bombardment (FAB), electrospray ionization (ESI) and cold-spray ionization (CSI) mass spectrometry (MS). The stability constant (K(s)) values obtained by the three different MS methods almost agreed. However, the complex ion peaks of a novel cyclophane (CPCn) (2) with Glu and Asp were not observed in FAB-MS. Then, these host-guest complex formations by use of CSI-MS and ESI-MS was examined, as the results, these complex ion peaks were observed clearly and the measurement values by the two MS methods are mostly in agreement. It was concluded that ESI-MS and CSI-MS are available for the determination of K(s) value as well as FAB-MS.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Ethers, Cyclic / chemistry*
  • Magnetic Resonance Spectroscopy
  • Piperidines / chemistry*
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Spectrometry, Mass, Fast Atom Bombardment / methods*

Substances

  • Amino Acids
  • Ethers, Cyclic
  • Piperidines
  • cyclophane 1