Study of bisphosphonates by matrix-assisted laser desorption/ionization mass spectrometry--influence of alkali atoms on fragmentation patterns.
1-hydroxymethylene-1,1-bisphosphonic acids (or bisphosphonates) are compounds that have interesting pharmacological applications. However, few mass spectrometric investigations have been carried out to determine their fragmentation patterns. Herein, we evaluated different matrices for the study by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS) of the formation and fragmentation of the protonated, the cationized (MNa+ and MK+) and the deprotonated bisphosphonates. Some in-source fragmentations were observed both in positive and in negative ion modes. The fragmentation patterns obtained in post-source decay mode are also discussed. In contrast to previous electrospray ionization/multi-stage mass spectrometry (ESI-MSn) studies, some new fragmentation pathways were deduced and the effects of alkali ions on the fragmentation patterns were shown. The results summarized here completed the data previously recorded by ESI-MSn and could be used for the characterization of bisphosphonates as alkali complexes in biological mixtures.
Guénin
Erwann
E
Equipe Chimie Bioorganique et Bionanomatériaux (C2B), Laboratoire de Chimie, Structures, Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13, 74 rue Marcel Cachin, 93017 Bobigny cedex, France.
Lecouvey
Marc
M
Hardouin
Julie
J
D000634:Aminoquinolines / Q000737:chemistry; D001565:Benzoates / Q000737:chemistry; D003373:Coumaric Acids / Q000737:chemistry; D004164:Diphosphonates / Q000032:analysis*; D006108:Graphite / Q000737:chemistry; D007477:Ions / Q000737:chemistry; D011188:Potassium / Q000737:chemistry*; D011522:Protons; D012964:Sodium / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods*
D000634:Aminoquinolines; D001565:Benzoates; D003373:Coumaric Acids; D004164:Diphosphonates; D007477:Ions; D011522:Protons; C007175:alpha-cyano-4-hydroxycinnamate; D006108:Graphite; D012964:Sodium; D011188:Potassium