title: Ribosylation of adenosine: an orthogonally protected building block for the synthesis of ADP-ribosyl oligomers.
abstract: A method to ribosylate adenosine on the 2' hydroxyl function in an α-selective fashion and in good yield is presented. Protective groups chosen for the acceptor and donor used in this glycosylation not only direct α-selectivity but also allow the construction of a fully orthogonally protected building block for the future assembly of oligo-ADP-ribosylated peptides and proteins.
authors.affiliation: Leiden Institute of Chemistry, Leiden University, Leiden, The Netherlands.
authors.forename: Gerbrand J
authors.initials: GJ
authors.lastname: van der Heden van Noort
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Gijsbert A
authors.initials: GA
authors.lastname: van der Marel
authors.forename: Dmitri V
authors.initials: DV
authors.lastname: Filippov
mesh_terms: D000241:Adenosine / Q000737:chemistry*; D000246:Adenosine Diphosphate Ribose / Q000737:chemistry; D006031:Glycosylation; D015394:Molecular Structure; D011064:Poly Adenosine Diphosphate Ribose / Q000737:chemistry
chemical_list: D000246:Adenosine Diphosphate Ribose; D011064:Poly Adenosine Diphosphate Ribose; D000241:Adenosine