Open AccessIsolation and Structures of Glycoprotein‐Derived Free Oligosaccharides from the Unfertilized Eggs of Scyliorhinus Caniculus
Author(s) -
Plancke Yves,
Delplace Florence,
Wieruszeski JeanMichel,
Maes Emmanuel,
Strecker Gérard
Publication year - 1996
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1996.00199.x
Subject(s) - stereochemistry , glycan , chemistry , peptide , asparagine , scyliorhinus canicula , biology , glycoprotein , biochemistry , fish <actinopterygii> , enzyme , fishery
As previously reported [Ishii, K., Iwasaki, M., Inoue, S., Kenny, P. T. M., Komura, H. & Inoue, Y. (1989) J. Biol. Chem. 264 , 1623–1630; Inoue, S., Iwasaki, M., Ishii, K., Kitajima, K. & Inoue, Y. (1989) J. Biol. Chem. 264 , 18520–18526], the unfertilized eggs of two different species of fresh‐water fish, Plecoglossus altivelis and Tribodolon hakonensis , contain relatively large amounts of free sialooligosaccharides. These oligosaccharides were found to derive from glycophosphoproteins, owing to the activity of a peptide – N 4 ‐( N ‐acetyl‐β‐ d ‐glucosaminyl)asparagine amidase [Iwasaki, M., Seko, A., Kitajima, K., Inoue, Y. & Inoue, S. (1992) J. Biol. Chem. 267 , 24287–24296; Seko, A., Kitajima, K., Inoue, Y. & Inoue, S. (1991) J. Biol. Chem. 266 , 22110–22114]. Here we describe a new type of free oligosaccharides, isolated from unfertilized eggs of Scyliorhinus caniculus. From the structural analysis, based upon 1H‐NMR spectroscopy, the following glycan units are proposed.