Novel fucolipids accumulating in human adenocarcinoma. I. Glycolipids with di- or trifucosylated type 2 chain

摘要: Among a series of fucolipids accumulating in human colonic and liver adenocarcinoma, two neutral have been isolated their carbohydrate structures characterized by methylation analysis, mass spectrometry, enzymatic degradation, proton NMR spectrometry as shown Structures 1 2 below. These glycolipids are either absent or present very small quantity normal mucosa tissue. (formular; see text) Difucosyl neolactonorhexaosylceramide (Structure 1) gives doublet triplet on high performance thin layer chromatography can be separated into four to five fractions pressure liquid chromatography. components the same structure, but different fatty acid composition. Fractions predominance alpha-hydroxy C16 C24 acid. Trifucosyl neolactonoroctaosylceramide (structure 2) discrete bands, which designated Z3 Z4, Methylation analysis nuclear magnetic resonance spectra show that Z4 identical structures. All cases cancer tissue accumulate di- trifucosyl structure (1 above) also accumulated lactofucopentaose(III)ceramide. A possible enhancement specific synthetic pathway including type chain elongation coupled with alpha 1----3 fucosylation is discussed.