Design, synthesis, and biological evaluation of potent discodermolide fluorescent and photoaffinity molecular probes

Org Lett. 2005 Nov 10;7(23):5199-202. doi: 10.1021/ol0520166.

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.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkanes* / chemical synthesis
  • Alkanes* / chemistry
  • Benzophenones / chemistry
  • Carbamates* / chemical synthesis
  • Carbamates* / chemistry
  • Fluorescent Dyes* / chemical synthesis
  • Fluorescent Dyes* / chemistry
  • Lactones* / chemical synthesis
  • Lactones* / chemistry
  • Molecular Probes* / chemical synthesis
  • Molecular Probes* / chemistry
  • Molecular Structure
  • Photoaffinity Labels* / chemical synthesis
  • Photoaffinity Labels* / chemistry
  • Pyrones* / chemical synthesis
  • Pyrones* / chemistry
  • Stereoisomerism

Substances

  • Alkanes
  • Benzophenones
  • Carbamates
  • Fluorescent Dyes
  • Lactones
  • Molecular Probes
  • Photoaffinity Labels
  • Pyrones
  • discodermolide