title: Photo-affinity label for cellular retinol-binding protein.
abstract: A number of retinoid derivatives have been synthesized for use as labels for cellular retinol-binding protein. Introduction of substituents abolished the binding of the derivatives to the protein, except in the case of the photo-reactive derivative, 4-azidoretinol. This compound was found to compete successfully with all-trans-retinol for binding to cellular retinol-binding protein, with a high relative binding affinity. Irradiation of a complex of 4-azidoretinol and a semi-purified preparation of cellular retinol-binding protein from liver resulted in a firm attachment stable to SDS-gel electrophoresis. It is therefore suggested that the irradiated product is held together covalently. A method for the synthesis of 4-azidoretinol is described.
mesh_terms: D000345:Affinity Labels / Q000138:chemical synthesis*; D000818:Animals; D001386:Azides / Q000138:chemical synthesis* / Q000494:pharmacology; D001667:Binding, Competitive; D002645:Chickens; D004224:Diterpenes; D007700:Kinetics; D008099:Liver / Q000378:metabolism*; D010777:Photochemistry; D012177:Retinol-Binding Proteins / Q000378:metabolism*; D054840:Retinol-Binding Proteins, Cellular; D014801:Vitamin A / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D014802:Vitamin A Deficiency / Q000378:metabolism
chemical_list: D000345:Affinity Labels; D001386:Azides; D004224:Diterpenes; D012177:Retinol-Binding Proteins; D054840:Retinol-Binding Proteins, Cellular; D014801:Vitamin A; C042091:4-azidoretinol