Non-covalent calixarene-amino acid complexes formed by MALDI-MS.
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.
Stone
Michele M
MM
Department of Chemistry, University of California, Davis, 95616, USA.
Franz
Andreas H
AH
Lebrilla
Carlito B
CB
D000596:Amino Acids / Q000032:analysis*; D000643:Ammonium Chloride; D047250:Calixarenes; D003505:Cyclodextrins / Q000032:analysis; D017357:Cyclotrons; D004988:Ethers, Cyclic; D005583:Fourier Analysis; D007202:Indicators and Reagents; D046911:Macromolecular Substances; D008958:Models, Molecular; D012116:Resins, Plant; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D000596:Amino Acids; D003505:Cyclodextrins; D004988:Ethers, Cyclic; D007202:Indicators and Reagents; D046911:Macromolecular Substances; D012116:Resins, Plant; D000643:Ammonium Chloride; D047250:Calixarenes