Characterization of GDP-alpha-D-arabinopyranose, the precursor of D-Arap in Leishmania major lipophosphoglycan.

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Serval ID
serval:BIB_303EE2D25069
Type
Article: article from journal or magazin.
Collection
Publications
Title
Characterization of GDP-alpha-D-arabinopyranose, the precursor of D-Arap in Leishmania major lipophosphoglycan.
Journal
Journal of Biological Chemistry
Author(s)
Schneider P., McConville M.J., Ferguson M.A.
ISSN
0021-9258 (Print)
ISSN-L
0021-9258
Publication state
Published
Issued date
1994
Volume
269
Number
28
Pages
18332-18337
Language
english
Notes
Publication types: Journal Article ; Research Support, Non-U.S. Gov't
Publication Status: ppublish
Abstract
Protozoan parasites of the genus Leishmania synthesize a complex lipophosphoglycan (LPG), which is the major cell surface macromolecule. The LPG from Leishmania major contains beta-D-Arap-terminating side chains that are involved in regulating the attachment of the parasite to the midgut epithelium of its insect vector. An arabinose sugar nucleotide donor was identified in soluble extracts of L. major promastigotes. This sugar nucleotide was biosynthetically labeled with D-[2-3H]Glc and with D-[5-3H]Ara. The labeled sugar nucleotide generated [3H]Ara and GDP after mild acid hydrolysis. The absolute configuration of the arabinose was determined after reduction and acylation with a pure enantiomer of Mosher's acid chloride. The pyranose ring configuration was inferred from the ability of GDP-Ara to form borate complexes, and the anomeric configuration was deduced from the results of mild base hydrolysis experiments. Taken together these data suggest that the sugar nucleotide has the structure GDP-alpha-D-Arap. This sugar nucleotide has not been previously described from natural sources and may be unique to trypanosomatid protozoan parasites. Ara-1-PO4 and GDP-Ara were the only soluble metabolites labeled with [3H]Ara, and pulse-chase experiment data are consistent with them being precursors of the arabinosyl residues of LPG.
Keywords
Animals, Arabinose/analysis, Arabinose/biosynthesis, Carbohydrate Conformation, Cell Membrane/metabolism, Chromatography, Ion Exchange, Chromatography, Liquid, Glycosphingolipids/biosynthesis, Glycosphingolipids/isolation & purification, Guanosine Diphosphate Sugars/chemistry, Guanosine Diphosphate Sugars/isolation & purification, Kinetics, Leishmania major/metabolism, Molecular Structure, Monosaccharides/analysis, Nucleoside Diphosphate Sugars/chemistry, Nucleoside Diphosphate Sugars/isolation & purification
Pubmed
Web of science
Create date
19/01/2008 17:30
Last modification date
17/01/2020 12:40
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