Stability of porphyrin-calix[4]arene complexes analyzed by electrospray ionization mass spectrometry

Satoshi Arai, Shinsuke Ishihara, Shinji Takeoka, Haruki Ohkawa, Toshimichi Shibue, Hiroyuki Nishide

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Abstract

The stability of some porphyrin-calix[4]arene sodium-ion complexes were determined by a collision-activated decomposition (CAD) method utilizing electrospray ionization mass spectrometry (ESI-MS). Comparing the values of E1/2, the collision energy at which the relative intensity of the complex ion is 0.5, we found that the porphyrin-calix[4]arene complex with the higher value of E1/2 corresponded to that with the larger association constant (Kass), as measured by 1H-NMR in CDCl 3. Both our ESI-MS and NMR studies proved that the number of hydrogen bonds and the rigidity of the calix[4]arene stabilized the complex. The ESI-MS technique could be successful in screening the binding affinity in host-guest systems with a small amount of sample.

Original languageEnglish
Pages (from-to)2065-2068
Number of pages4
JournalRapid Communications in Mass Spectrometry
Volume18
Issue number18
DOIs
Publication statusPublished - 2004

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy

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