title: Design, synthesis, and biological evaluation of potent discodermolide fluorescent and photoaffinity molecular probes.
abstract: [structure: see text] The design, synthesis, and biological evaluation of a series of (+)-discodermolide molecular probes possessing photoaffinity and fluorescent appendages has been achieved. Stereoselective olefin cross-metathesis comprised a key tactic for construction of two of the molecular probes. Three photoaffinity probes were radiolabeled with tritium.
authors.affiliation: Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA. smithab@sas.upenn.edu
authors.forename: Amos B
authors.initials: AB
authors.lastname: Smith
authors.forename: Paul V
authors.initials: PV
authors.lastname: Rucker
authors.forename: Ignacio
authors.initials: I
authors.lastname: Brouard
authors.forename: B Scott
authors.initials: BS
authors.lastname: Freeze
authors.forename: Shujun
authors.initials: S
authors.lastname: Xia
authors.forename: Susan Band
authors.initials: SB
authors.lastname: Horwitz
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis / Q000737:chemistry; D001577:Benzophenones / Q000737:chemistry; D002219:Carbamates / Q000138:chemical synthesis / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D015335:Molecular Probes / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D019920:Photoaffinity Labels / Q000138:chemical synthesis / Q000737:chemistry; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D001577:Benzophenones; D002219:Carbamates; D005456:Fluorescent Dyes; D007783:Lactones; D015335:Molecular Probes; D019920:Photoaffinity Labels; D011753:Pyrones; C071229:discodermolide