title: Gas-phase intramolecular elimination reaction studies of steviol glycosides in positive electrospray and tandem mass spectrometry.
abstract: This paper reports the first study of the gas-phase intramolecular elimination reaction of steviol glycosides in positive electrospray mass spectrometry. The observed glycosylated product ions are proposed to be formed via an intramolecular elimination of sugar units from the parent molecule ion. It was further proven by MS/MS studies and deuterium labeling experiments with one of the steviol glycosides, rebaudioside A. These mass spectrometric results confirmed that the new glycosylated product ions observed are most likely formed by the combination of glucose moieties (Glu) II-IV and Glu I via a gas-phase intramolecular elimination reaction.
authors.affiliation: The Coca-Cola Company, PO Box 1734, Atlanta, GA 30301, USA.
authors.forename: Mani
authors.initials: M
authors.lastname: Upreti
authors.forename: John F
authors.initials: JF
authors.lastname: Clos
authors.forename: Kasi V
authors.initials: KV
authors.lastname: Somayajula
authors.forename: Dennis J
authors.initials: DJ
authors.lastname: Milanowski
authors.forename: Ulla
authors.initials: U
authors.lastname: Mocek
authors.forename: Grant E
authors.initials: GE
authors.lastname: Dubois
authors.forename: Indra
authors.initials: I
authors.lastname: Prakash
mesh_terms: D002240:Carbohydrate Sequence; D003903:Deuterium; D045786:Diterpenes, Kaurane / Q000737:chemistry*; D005740:Gases; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D008969:Molecular Sequence Data; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D036625:Stevia / Q000737:chemistry; D013549:Sweetening Agents / Q000737:chemistry; D053719:Tandem Mass Spectrometry
chemical_list: D045786:Diterpenes, Kaurane; D005740:Gases; D006027:Glycosides; D013549:Sweetening Agents; C012042:steviol; D003903:Deuterium; C025474:rebaudioside A