title: Glucosamine conjugates bearing N,N,O-donors: potential imaging agents utilizing the [M(CO)3]+ core (M = Re, Tc).
abstract: The design rationale, synthesis and radiolabeling evaluation of four glucosamine conjugated ligands for the [(99m)Tc(CO)(3)](+) core is described. The capability to bind the tricarbonyl core is initially demonstrated using the cold surrogate [Re(CO)(3)](+). The four compounds are competent chelates in binding [(99m)Tc(CO)(3)](+) as labeling studies show, with yields ranging from 79 to 96% and the resulting complexes showing stability in the presence of competing chelates for 24 h at 37 degrees C. The rhenium complexes were tested for hexokinase-catalysed phosphorylation, and the technetium complexes were tested for GLUT-1 mediated cell uptake--they showed a small amount of uptake but it was not glucose dependent, suggesting that it was not via the GLUT-1 transporters.
authors.affiliation: Medicinal Inorganic Chemistry Group, Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC, V6T 1Z1, Canada.
authors.forename: Meryn L
authors.initials: ML
authors.lastname: Bowen
authors.forename: Nathaniel C
authors.initials: NC
authors.lastname: Lim
authors.forename: Charles B
authors.initials: CB
authors.lastname: Ewart
authors.forename: Ripen
authors.initials: R
authors.lastname: Misri
authors.forename: Cara L
authors.initials: CL
authors.lastname: Ferreira
authors.forename: Urs
authors.initials: U
authors.lastname: Häfeli
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Adam
authors.forename: Chris
authors.initials: C
authors.lastname: Orvig
mesh_terms: D045744:Cell Line, Tumor; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D005944:Glucosamine / Q000737:chemistry*; D006593:Hexokinase / Q000378:metabolism; D006801:Humans; D007553:Isotope Labeling; D015609:Organotechnetium Compounds / Q000737:chemistry*; D010766:Phosphorylation; D049268:Positron-Emission Tomography; D019275:Radiopharmaceuticals / Q000138:chemical synthesis / Q000737:chemistry*; D012211:Rhenium / Q000737:chemistry*
chemical_list: C511834:99mTc(CO)3(LAN); D056831:Coordination Complexes; D015609:Organotechnetium Compounds; D019275:Radiopharmaceuticals; D012211:Rhenium; D006593:Hexokinase; D005944:Glucosamine