Tetrahedron

Synthesis of biotinylated retinoids for cross-linking and isolation of retinol binding proteins

N Nesnas, RR Rando, K Nakanishi

Index: Nesnas, Nasri; Rando, Robert R; Nakanishi, Koji Tetrahedron, 2002 , vol. 58, # 32 p. 6577 - 6584

Full Text: HTML

Citation Number: 28

Abstract

The synthesis of (3R)-3-[Boc-Lys (biotinyl)-O]-11-cis-retinol bromoacetate and 3-[Boc-Lys (biotinyl)-O]-all trans-retinol chloroacetate is described. These biotinylated retinoids are instrumental in labeling the retinol binding proteins (RBPs) via a nucleophilic displacement of the haloacetate by a residue in the binding site of the protein. The covalently linked biotin will allow for a facile isolation and purification of the protein on a streptavidin column thus ...