Letter: Fast atom bombardment, electrospray, ionspray and tandem mass spectrometry of 1 : 1 b- cyclodextrin/5-methoxytryptamine hydrochloride host–guest complex: host protonation and fragmentation due to guest deamination

Eur. J. Mass Spectrom. 6, 169–174 (2000)
DOI: 10.1255/ejms.319

Letter: Fast atom bombardment, electrospray, ionspray and tandem mass spectrometry of 1 : 1 b– cyclodextrin/5-methoxytryptamine hydrochloride host–guest complex: host protonation and fragmentation due to guest deamination

Andrea Mele, Walter Panzeri and Antonio Selva^*
C.N.R.- Centro di Studio sulle Sostanze Organiche Naturali, Dipartimento di Chimica del Politecnico di Milano, Via Mancinelli, 7, I- 20131 Milano, Italy
Pierluigi Mauri
C.N.R.-Istituto Tecnologie Biomediche Avanzate, I-20090 Segrate, Italy

ABSTRACT:

The 1 : 1 inclusion complex of b-cyclodextrin (bCD) with 5-methoxytryptamine (5MTA) hydrochloride was studied by mass spectrometry (MS) and tandem-MS with fast atom bombardment (FAB), electrospray (ES) and ionspray (IS) ionisation and triple quadrupole or ion trap analysers. A protonated 1 : 1 bCD/MTA gaseous association was always observed; the protonated species of deaminated 5MTA and of some typical bCD fragments were obtained, in addition to the expected protonated 5MTA, as tandem-MS dissociation products. A reaction pattern starting from the deamination of protonated 5MTA, as a recently described high pressure chemical ionisation or ES process of primary amines, was suggested, which accounts for the formation of excited protonated bCD and its fragmentation by tandem-MS, even under unimolecular conditions.

Keywords: b– cyclodextrin, host–guest complexes, 5-methoxytryptamine, FAB, electrospray/ionspray, tandem mass spectrometry

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