The monosaccharide D-arabinopyranose has only been found in glycoconju
gates of the trypanosomatid parasites Leishmania major, Endotrypanum s
chaudinni and Crithidia fasciculata. The donor molecule for the releva
nt arabinosyltransferases is known to be GDP-alpha-D-Arap in L. major
and C. fasciculata, and the latter organism is being used to study the
biosynthesis of GDP-alpha-D-Arap. In this study, we describe the stru
cture of the terminal product of arabinose metabolism in C. fasciculat
a, namely lipoarabinogalactan. This molecule was purified by hydrophob
ic-interaction chromatography and studied by a variety of techniques,
including gas chromatography-mass spectrometry, electrospray mass spec
trometry and chemical and enzymic digestions. These data show that lip
oarabinogalactan contains a previously described D-arabino-D-galactan
polysaccharide component covalently attached to a glycosylphosphatidyl
inositol type of membrane anchor that is similar to, but not identical
with, that found in the lipophosphoglycans of the Leishmania.