Fluorescent and photoaffinity labeling probes for retinoic acid receptors

Biochem Biophys Res Commun. 1991 Aug 30;179(1):259-65. doi: 10.1016/0006-291x(91)91363-h.

Abstract

A fluorescent probe for retinoid receptors (RARs) was designed and prepared. The probe consists of a retinoid moiety and a dansyl moiety, i.e., 2-[3-(5-dimethylaminonaphthalene-1-sulfonyl)- aminopropyl-1-oxy]-4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2- naphthalenyl)carboxamido]benzoic acid: DAM-3. DAM-3 specifically bound RARs. Additionally, a photoreactive RAR fluorescent probe was designed and prepared, i.e., 2-[3-(5-azidonaphthalene- 1-sulfonyl)aminopropyl-1-oxy]-4-[(5,6,7,8-tetrahydro-5,5,8,8- tetramethyl-2-naphthalenyl)carboxamido]benzoic acid (ADAM-3). ADAM-3 irreversibly and specifically bound RARs using ultraviolet irradiation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Affinity Labels / chemical synthesis*
  • Binding, Competitive
  • Carrier Proteins / analysis*
  • Carrier Proteins / metabolism
  • Dansyl Compounds
  • Fluorescent Dyes / chemical synthesis*
  • HeLa Cells / metabolism
  • Humans
  • Indicators and Reagents
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Receptors, Retinoic Acid
  • Structure-Activity Relationship
  • Tretinoin / metabolism*

Substances

  • Affinity Labels
  • Carrier Proteins
  • Dansyl Compounds
  • Fluorescent Dyes
  • Indicators and Reagents
  • Receptors, Retinoic Acid
  • Tretinoin