Non-covalent calixarene-amino acid complexes formed by MALDI-MS

Michele M. Stone, Andreas H. Franz, Carlito B Lebrilla

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

Non-covalent inclusion complexes formed between amino acids and derivatized calix[6]arenes are observed in MALDI mass spectrometry. The methyl, ethyl, and propyl ester derivatives of calix[6]arene yielded amino acid complexes, while the smaller calix[4]arene analogs did not. Similarly the underivatized calix[6]arene and calix[4]arene did not produce complexes. Amino acid complexes were observed for nearly all 20 amino acids in time-of-flight (TOF) analysis. In Fourier transform mass spectrometry (FTMS) analysis, however, only the most basic amino acids arginine, histidine, and lysine formed stable adducts. The complexes were abundant under matrix-assisted laser desorption ionization (MALDI) conditions, which suggested favorable interactions between host and guest.

Original languageEnglish (US)
Pages (from-to)964-974
Number of pages11
JournalJournal of the American Society for Mass Spectrometry
Volume13
Issue number8
DOIs
StatePublished - Aug 2002

ASJC Scopus subject areas

  • Structural Biology
  • Spectroscopy

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