Gas-phase intramolecular elimination reaction studies of steviol glycosides in positive electrospray and tandem mass spectrometry.
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.
Upreti
Mani
M
The Coca-Cola Company, PO Box 1734, Atlanta, GA 30301, USA.
Clos
John F
JF
Somayajula
Kasi V
KV
Milanowski
Dennis J
DJ
Mocek
Ulla
U
Dubois
Grant E
GE
Prakash
Indra
I
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
D045786:Diterpenes, Kaurane; D005740:Gases; D006027:Glycosides; D013549:Sweetening Agents; C012042:steviol; D003903:Deuterium; C025474:rebaudioside A