Analysis of sugar epimers using mass spectrometry: N-acetyllactosamine-6,6′-disulfate and the 2′-epimer

Eur. J. Mass Spectrom. 10, 269–278 (2004)
DOI: 10.1255/ejms.629

Analysis of sugar epimers using mass spectrometry: N-acetyllactosamine-6,6′-disulfate and the 2′-epimer

Yoko Ohashi,^a,* Yoshiyuki Itoh,^b, Masayuki Kubota,^c Kensaku Hamada,^b Mamoru Ohashi,^d Takashi Hirano^b and Haruki Niwa^b
^aCenter for Instrumental Analysis, The University of Electro-Communications, 1-5-1 Chofugaoka, Chofu, Tokyo 182-8585, Japan
^bDepartment of Applied Physics and Chemistry, The University of Electro-Communications 1-5-1 Chofugaoka, Chofu, Tokyo 182-8585, Japan
^cThermo Electron Corporation, 3-9 Moriya-cho, Kanagawa-ku, Yokohama, Kanagawa 221-0022, Japan
^dDepartment of Chemistry, Kanagawa University, Tsuchiya, Hiratsuka, Kanagawa 259-1293, Japan

ABSTRACT:

Galα1-4GlcNAc-6,6′-disulfate and 2′-epimer corresponding to Galβ1-4ManNAc-6,6′-disulfate were distinguished by mass spectrometry by utilizing fast atom bombardment (FAB), electrospray ionization (ESI) and matrix- assisted laser desorption/ionization (MALDI) methods. As for the steric information, negative-ion ESI mass spectrometry/mass spectrometry (MS/MS) provides the most extensive data, but FAB MS/MS also reveals detailed structural information of interest in our case, where MALDI MS is not yet fully equipped with post-source decay.

Keywords: sugar epimers, FAB MS, ESI MS, MALDI MS, MS/MS, α-axial amide group, ring-oxygen

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