Title

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

Document Type

Article

Publication Title

Journal of the American Society for Mass Spectrometry

Department

Chemistry

ISSN

1044-0305

Volume

13

Issue

8

DOI

10.1016/S1044-0305(02)00417-8

First Page

964

Last Page

974

Publication Date

8-1-2002

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.