Ring-Size Memory of Galactose-Containing MS/MS Fragments: Application to the Detection of Galactofuranose in Oligosaccharides and Their Sequencing.

Autor: Yeni O; CNRS, Université Claude Bernard Lyon 1, CNRS, Institut Lumière Matière, Université de Lyon, F-69622 Lyon, France., Ollivier S; UR BIA, F-44316 Nantes, France; INRAE, BIBS Facility, INRAE, F-44316 Nantes, France., Moge B; CNRS, Université Claude Bernard Lyon 1, CNRS, Institut Lumière Matière, Université de Lyon, F-69622 Lyon, France., Ropartz D; UR BIA, F-44316 Nantes, France; INRAE, BIBS Facility, INRAE, F-44316 Nantes, France., Rogniaux H; UR BIA, F-44316 Nantes, France; INRAE, BIBS Facility, INRAE, F-44316 Nantes, France., Legentil L; Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR - UMR 6226, Univ Rennes, F-35000 Rennes, France., Ferrières V; Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR - UMR 6226, Univ Rennes, F-35000 Rennes, France., Compagnon I; CNRS, Université Claude Bernard Lyon 1, CNRS, Institut Lumière Matière, Université de Lyon, F-69622 Lyon, France.
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2023 Jul 19; Vol. 145 (28), pp. 15180-15187. Date of Electronic Publication: 2023 Jul 07.
DOI: 10.1021/jacs.3c01925
Abstrakt: Analysis of glycans remains a difficult task due to their isomeric complexity. Despite recent progress, determining monosaccharide ring size, a type of isomerism, is still challenging due to the high flexibility of the five-membered ring (also called furanose). Galactose is a monosaccharide that can be naturally found in furanose configuration in plant and bacterial polysaccharides. In this study, we used the coupling of tandem mass spectrometry and infrared ion spectroscopy (MS/MS-IR) to investigate compounds containing galactofuranose and galactopyranose. We report the IR fingerprints of monosaccharide fragments and demonstrate for the first time galactose ring-size memory upon collision-induced dissociation (CID) conditions. The linkage of the galactose unit is further obtained by analyzing disaccharide fragments. These findings enable two possible applications. First, labeled oligosaccharide patterns can be analyzed by MS/MS-IR, yielding full sequence information, including the ring size of the galactose unit; second, MS/MS-IR can be readily applied to unlabeled oligosaccharides to rapidly identify the presence of a galactofuranose unit, as a standalone analysis or prior to further sequencing.
Databáze: MEDLINE