First evidence of human meconium glycoasparagines.
During a systematic study of carbohydrate material present in human meconium, in addition to the previously described mucins, glycolipids and free oligosaccharides, we have now characterized a significant quantity of free glycoasparagines. These glycoasparagines have been isolated from human meconium by a combination of ion-exchange, concanavalin A (ConA)-affinity and high-performance liquid (HPLC) chromatographies. Their structures have been established by 400 MHz 1H-NMR spectroscopy. These compounds are related to N-acetyllactosaminic type structures and are based on the common core: [formula: see text] These glycoasparagines are probably derived from both protease and partial exoglycosidase hydrolysis of fetal gastrointestinal N-glycosyl proteins. Their structures are discussed in the context of the known catabolic pathways of N-glycans.
Cuvillier
O
O
Laboratoire de Chimie Biologique (UMR 111 CNRS), Université des Sciences et Technologies de Lille, Villeneuve d'Ascq, France.
Alonso
C
C
Wieruszeski
J M
JM
Brassart
C
C
Strecker
G
G
Bouquelet
S
S
Michalski
J C
JC
D000596:Amino Acids / Q000032:analysis; D002240:Carbohydrate Sequence; D002846:Chromatography, Affinity; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D002855:Chromatography, Thin Layer; D006020:Glycopeptides / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D007231:Infant, Newborn; D009682:Magnetic Resonance Spectroscopy; D008470:Meconium / Q000737:chemistry*; D008969:Molecular Sequence Data; D011522:Protons
D000596:Amino Acids; D006020:Glycopeptides; D011522:Protons; C007872:glycoasparagines