title: Side-chain-anchored N(alpha)-Fmoc-Tyr-OPfp for bidirectional solid-phase synthesis.
abstract: [reaction: see text] A mild resin-immobilization strategy employing a readily prepared trityl bromide resin for anchoring building blocks via a phenol group has been developed. With N(alpha)-Fmoc-Tyr-OPfp as a starter building block, it was possible to prepare asymmetrically substituted hybrids of spider- and wasp-type polyamine toxins using solid-phase peptide synthesis conditions.
authors.affiliation: Department of Medicinal Chemistry, The Danish University of Pharmaceutical Sciences, Universitetsparken 2, DK-2100 Copenhagen, Denmark.
authors.forename: Christian A
authors.initials: CA
authors.lastname: Olsen
authors.forename: Malene R
authors.initials: MR
authors.lastname: Jørgensen
authors.forename: Steen H
authors.initials: SH
authors.lastname: Hansen
authors.forename: Matthias
authors.initials: M
authors.lastname: Witt
authors.forename: Jerzy W
authors.initials: JW
authors.lastname: Jaroszewski
authors.forename: Henrik
authors.initials: H
authors.lastname: Franzyk
mesh_terms: D020650:Combinatorial Chemistry Techniques; D005464:Fluorobenzenes / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis*; D013111:Spider Venoms / Q000138:chemical synthesis*; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D014862:Wasp Venoms / Q000138:chemical synthesis*
chemical_list: D005464:Fluorobenzenes; C507452:N(alpha)-Fmoc-Tyr-OPfp; D009842:Oligopeptides; D013111:Spider Venoms; D014862:Wasp Venoms; D014443:Tyrosine