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Titolo:
Guest-to-host proton transfer in melatonin-beta-cyclodextrin inclusion complex by ionspray, fast atom bombardment and tandem mass spectrometry
Autore:
Bongiorno, D; Ceraulo, L; Mele, A; Panzeri, W; Selva, A; Liveri, VT;
Indirizzi:
Politecn Milan, CNR, Dipartimento Chim, Ctr Studio Sostanze Organ Nat, I-20131 Milan, Italy Politecn Milan Milan Italy I-20131 tanze Organ Nat, I-20131 Milan, Italy CNR, Dipartimento Chim & Tecnol Farmaceut, I-90123 Palermo, Italy CNR Palermo Italy I-90123 him & Tecnol Farmaceut, I-90123 Palermo, Italy Dipartimento Chim Fis, I-90128 Palermo, Italy Dipartimento Chim Fis Palermo Italy I-90128 Fis, I-90128 Palermo, Italy
Titolo Testata:
JOURNAL OF MASS SPECTROMETRY
fascicolo: 11, volume: 36, anno: 2001,
pagine: 1189 - 1194
SICI:
1076-5174(200111)36:11<1189:GPTIMI>2.0.ZU;2-E
Fonte:
ISI
Lingua:
ENG
Soggetto:
NONCOVALENT ASSOCIATIONS; ACID; ELECTROSPRAY; DEAMINATION; TERFENADINE; IONIZATION; BINDING; SYSTEMS; NMR;
Keywords:
beta-cyclodextrin host-guest complexes; melatonin; fast atom bombardment; electrospray; ionspray; tandem mass speetrometry; endothermic guest-to-host proton transfer;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
27
Recensione:
Indirizzi per estratti:
Indirizzo: Selva, A Politecn Milan, CNR, Dipartimento Chim, Ctr Studio Sostanze OrganNat, ViaMancinelli 7, I-20131 Milan, Italy Politecn Milan Via Mancinelli 7Milan Italy I-20131 Milan, Italy
Citazione:
D. Bongiorno et al., "Guest-to-host proton transfer in melatonin-beta-cyclodextrin inclusion complex by ionspray, fast atom bombardment and tandem mass spectrometry", J MASS SPEC, 36(11), 2001, pp. 1189-1194

Abstract

Ionspray (IS) and fast atom bombardment (FAB) positive ionisation mass spectrometry (MS) of 1:1 beta -cyclodextrin (beta -CD)-melatonin (MLT) host-guest complex allowed the detection of gaseous protonated 1:1 beta -CD-MLT. Tandem MS collision-induced dissociation (CID} of such protonated 1:1 beta -CD-MLT species showed the proton (charge} to be retained to a significant extent by the host and by its cage fragmentation products, in spite of the higher proton affinity of MLT with respect to that of beta -CD. This requires an endothermic guest-to-host proton transfer to occur within the gaseous association. Collisional activation could be accounted for by the promotionof such an endothermic process; however, the proton affinity decrease of the guest determined by the loss of the elements of acetamide, which is a dominant MS dissociation reaction of pure protonated MLT, could also provide a rationale for such an endothermic guest-to-host proton transfer. This proposal parallels the reaction scheme we had previously formulated for the analogous MS and tandem MS behaviour of 1:1 beta -CD-5-methoxytryptamine inclusion complex with the protonated 5-methoxytryptamine guest undergoing deamination. Copyright (C) 2001 John Wiley & Sons, Ltd.

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Documento generato il 04/04/20 alle ore 02:51:12