Electrospray ionization ion-trap multistage mass spectrometric study of sodium cationized aldobiuronic and pseudoaldobiuronic acid derivatives.
Fragmentation mechanisms of electrospray ionization (ESI) mass spectrometry of aldobiuronic and pseudoaldobiuronic acid derivatives were elucidated by multistage mass spectrometric (MS(n), n = 2-5) measurements of selected ions. Characteristic under the conditions of ESI-MS analysis is the production of alkali metal (Na and K) cationized adducts. The probability the of locations of Na cations in per-O-methylated compounds was proved by quantum chemical calculations, using the Jaguar program. The most probably position of alkali metal attachment is the carboxy group of the methoxycarbonyl C-5 group of the uronic acid unit. Characteristic cleavages vary according the kind of O-derivatization. In most cases they take place on the acidic part of the dimer and at the interglycosidic oxygen atom. As a result, the criteria for the differentiation of aldobiouronic and pseudoaldobiouronic acids derivatives were elucidated.
Kovácik
Vladimír
V
Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, 84258 Bratislava, Slovakia.
Bekesová
Slávka
S
Tvaroska
Igor
I
Hirsch
Ján
J
Chmelík
Josef
J
D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000737:chemistry*; D007202:Indicators and Reagents; D011134:Polysaccharides / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D014574:Uronic Acids / Q000737:chemistry*
D004187:Disaccharides; D007202:Indicators and Reagents; D011134:Polysaccharides; D014574:Uronic Acids