Sensitive Analysis of Oligosaccharides Derivatized with 4-Aminobenzoic Acid 2-(Diethylamino)ethyl Ester by Matrix-assisted Laser Desorption/Ionization Mass Spectrometry

✍ Scribed by Toshifumi Takao; Yanet Tambara; Akihiro Nakamura; Ken-ichi Yoshino; Hiroyuki Fukuda; Masafumi Fukuda; Yasutsugu Shimonishi

• Book ID: 101237008
• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 349 KB
• Volume: 10
• Category: Article
• ISSN: 0951-4198
• DOI: 10.1002/(sici)1097-0231(199604)10:6<637::aid-rcm544>3.0.co;2-9

✦ Synopsis

A sensitive detection method for oligosaccharides using matrix-assisted laser desorption/ionization mass spectrometry has been developed. The method involves the derivatization of oligosaccharides with 4-aminobenzoic acid 2-(diethylamino)ethyI ester (ABDEAE) by reductive amination, a technique which was initially developed for high-sensitivity detection of oligosaccharides by electrospray ionization mass spectrometry (K. Yoshino, T. Takao, H. Murata and Y. Shimonishi, Anal. Chem. 67, 4028 (1995)). Experiments using a highmannose-type N-linked oligosaccharide (Man,GlcNAc,) as a model oligosaccharide showed that derivatization with ABDEAE gave 400-, 80-, and 20-fold increases in molecular ion abundance over the underivatized oligosaccharide and the oligosaccharide derivatized with 2-aminopyridme and 4-aminobenzoic acid ethyl ester respectively. ABDEAE-derivatized maltoheptaose could be detected at a level of 10 fmol, which represents a 1OOO-fold increase in sensitivity over the underivatized oligosaccharide. Moreover, ABDEAE derivatization also allows in-source fragmentation to give the specific ions produced by glycosidic cleavage.