title: Synthesis of 3-O- and 4-O-(2-aminoethylphosphono) derivatives of methyl l-glycero-α-d-manno-heptopyranoside.
abstract: Phosphoethanolamine derivatives of the bacterial saccharide l-glycero-d-manno-heptose have been prepared using a phosphoramidite-based coupling reaction at position 4 of a side-chain-protected 2,3-O-orthoester methyl heptoside and at position 3 of a 3,4-diol heptoside, respectively. Global deprotection afforded the corresponding 2-aminoethylphosphodiester derivatives as substrates for crystallographic and binding studies with lectins and antibodies targeting the inner core structure of bacterial lipopolysaccharides.
authors.affiliation: Department of Chemistry, University of Natural Resources and Life Sciences-Vienna, Vienna, Austria.
authors.forename: Martin
authors.initials: M
authors.lastname: Walter
authors.affiliation: Department of Chemistry, University of Natural Resources and Life Sciences-Vienna, Vienna, Austria.
authors.forename: Claudia
authors.initials: C
authors.lastname: Kohout
authors.affiliation: Department of Chemistry, University of Natural Resources and Life Sciences-Vienna, Vienna, Austria.
authors.forename: Markus
authors.initials: M
authors.lastname: Blaukopf
authors.affiliation: Department of Chemistry, University of Natural Resources and Life Sciences-Vienna, Vienna, Austria.
authors.forename: Paul
authors.identifier: 0000-0001-5342-7161
authors.initials: P
authors.lastname: Kosma
keywords: Carbohydrates; Glycosides; Heptose; Lipopolysaccharide; Phosphorylations