Assignment of the ¹H and ¹³C NMR spectra of 2-aminobenzamide-labeled galacto- and arabinooligosaccharides

Abstract

1,4-Linked β-d-galactooligosaccharides with a degree of polymerization (DP) between 1 and 7 and 1,5-linked α-l-arabinooligosaccharides with a DP between 1 and 8 were labeled at their reducing ends with 2-aminobenzamide (2AB) in the presence of sodium cyanoborohydride. The 2AB-labeled oligosaccharides were shown to be homogeneous using high-performance anion-exchange chromatography (HPAEC) and by electrospray ionization mass spectrometry (ESI-MS). The signals in the ¹H and ¹³C nuclear magnetic resonance (NMR) spectra of the 2AB-labeled oligosaccharides were then assigned using one- and two-dimensional NMR spectroscopy. These NMR data will be useful for the structural analysis of enzymatically synthesized galactan and arabinan side chains derived from rhamnogalacturonan I.