title: Synthesis of fluorescent ring-fused 2-pyridone peptidomimetics.
abstract: Thiazolino fused 2-pyridone peptidomimetics are of significant biological importance due to their ability to interfere with adhesive fiber formation in uropathogenic Escherichia coli and oligomerization of amyloid fibers. We have developed an efficient synthetic route to fluorescent BODIPY analogues, with structural diversification from a key intermediate enabling introduction of C-2 substituents and late incorporation of the BODIPY moiety. A mild lithium halide mediated hydrolysis enabled preparation of peptidomimetic fluorophores with useful photophysical properties for further chemical biology applications.
authors.affiliation: Umeå University , Department of Chemistry, 901 87 Umeå, Sweden.
authors.forename: K Syam
authors.initials: KS
authors.lastname: Krishnan
authors.forename: Christoffer
authors.initials: C
authors.lastname: Bengtsson
authors.forename: James A D
authors.initials: JA
authors.lastname: Good
authors.forename: Shamil
authors.initials: S
authors.lastname: Mirkhanov
authors.forename: Erik
authors.initials: E
authors.lastname: Chorell
authors.forename: Lennart B-Å
authors.initials: LB
authors.lastname: Johansson
authors.forename: Fredrik
authors.initials: F
authors.lastname: Almqvist
mesh_terms: D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D057786:Peptidomimetics; D011728:Pyridones / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005456:Fluorescent Dyes; D057786:Peptidomimetics; D011728:Pyridones; D013844:Thiazoles; C017679:2-hydroxypyridine