title: Synthesis of biotinylated bis(D-glucose) derivatives for glucose transporter photoaffinity labelling.
abstract: New diazirine based bis-glucose derivatives for tagging glucose transporters have been synthesised. These included two biotinylated compounds linked either by an aminocaproate or by a cleavable dithiol link. These compounds have been derivatised via a key skeleton compound that can be easily used for introduction of additional tags. Studies on the erythrocyte glucose transporter (GLUT1) and the insulin-stimulated adipose cell transporter (GLUT4) have revealed the biotinylated photoreactive bis-glucose compounds are effective labelling reagents.
authors.affiliation: Department of Biology and Biochemistry, University of Bath, Claverton Down, UK.
authors.forename: M
authors.initials: M
authors.lastname: Hashimoto
authors.forename: Y
authors.initials: Y
authors.lastname: Hatanaka
authors.forename: J
authors.initials: J
authors.lastname: Yang
authors.forename: J
authors.initials: J
authors.lastname: Dhesi
authors.forename: G D
authors.initials: GD
authors.lastname: Holman
mesh_terms: D017667:Adipocytes / Q000378:metabolism; D000818:Animals; D001710:Biotin / Q000737:chemistry; D019921:Biotinylation; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D051272:Glucose Transporter Type 1; D051275:Glucose Transporter Type 4; D006801:Humans; D008163:Luminescent Measurements; D015394:Molecular Structure; D009004:Monosaccharide Transport Proteins / Q000737:chemistry* / Q000378:metabolism; D009124:Muscle Proteins; D019920:Photoaffinity Labels / Q000737:chemistry* / Q000378:metabolism; D051381:Rats
chemical_list: D051272:Glucose Transporter Type 1; D051275:Glucose Transporter Type 4; D009004:Monosaccharide Transport Proteins; D009124:Muscle Proteins; D019920:Photoaffinity Labels; C495677:SLC2A1 protein, human; C495692:SLC2A4 protein, human; C495679:Slc2a1 protein, rat; C495694:Slc2a4 protein, rat; D001710:Biotin; D005947:Glucose