The structure of the glycopeptides from the fish pathogen Flavobacterium columnare.
Proteolytic digestion of the phenol-water extraction product of the fish pathogen Flavobacterium columnare afforded a mixture of glycopeptides in which the oligosaccharide moiety was an unusual hexasaccharide composed of 4-O-methyl-2-acetamido-2-deoxy-D-glucuronic acid (GlcNAcA), D-glucuronic acid (D-GlcA), 2,3-di-O-acetyl-D-xylose (D-Xyl), 2-O-methyl-D-glucuronic acid (D-GlcA), D-mannose (D-Man), and 2-O-methyl-L-rhamnose (L-Rha). By the application of high-resolution 1D and 2D NMR, mass spectrometry, and chemical analysis, the hexasaccharide structure was determined to be: [carbohydrate structure--see text] where all monosaccharides have the D-configuration except for 2-O-methyl-L-rhamnose; and were in the pyranose form. Only one carbohydrate structure was found. The peptide part was represented by tri- to hepta-peptides with a minimal common tripeptide fragment Asp-Ser-Ala, extended with Ala and Val.
Vinogradov
Evgeny
E
Institute for Biological Sciences, National Research Council, 100 Sussex Dr., Ottawa, ON, Canada K1A 0R6. evgeny.vinogradov@nrc-cnrc.gc.ca
Perry
Malcolm B
MB
Kay
William W
WW
D000818:Animals; D002240:Carbohydrate Sequence; D005399:Fishes / Q000382:microbiology*; D005417:Flavobacterium / Q000378:metabolism*; D006020:Glycopeptides / Q000737:chemistry*; D006023:Glycoproteins / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D019800:Phenol / Q000737:chemistry; D011135:Polysaccharides, Bacterial / Q000737:chemistry; D014867:Water / Q000737:chemistry
D006020:Glycopeptides; D006023:Glycoproteins; D011135:Polysaccharides, Bacterial; D014867:Water; D019800:Phenol