title: MA-NOTMP: A Triazacyclononane Trimethylphosphinate Based Bifunctional Chelator for Gallium Radiolabelling of Biomolecules.
abstract: In the past few years, gallium-68 has demonstrated significant potential as a radioisotope for positron emission tomography (PET), and the optimization of chelators for gallium coordination is a major goal in the development of radiopharmaceuticals. Methylaminotriazacyclononane trimethylphosphinate (MA-NOTMP), a new C-functionalized triazacyclononane derivative with phosphinate pendant arms, presents excellent coordination properties for (68) Ga (low ligand concentration, labelling at low pH even at room temperature). A "ready-to-be-grafted" bifunctional chelating agent (p-NCS-Bz-MA-NOTMP) was prepared to allow (68) Ga labelling of sensitive biological vectors. Conjugation to a bombesin(7-14) derivative was performed, and preliminary in vitro experiments demonstrated the potential of MA-NOTMP in the development of radiopharmaceuticals. This new chelator is therefore of major interest for labelling sensitive biomolecules, and further in vivo experiments will soon be performed.
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France).
authors.forename: Sophie
authors.initials: S
authors.lastname: Poty
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France).
authors.forename: Pauline
authors.initials: P
authors.lastname: Désogère
authors.affiliation: Lehrstuhl für Pharmazeutische Radiochemie, Technische Universität, München, Walther-Meissner-Str. 3, 85748 Garching (Germany).
authors.forename: Jakub
authors.initials: J
authors.lastname: Šimeček
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France).
authors.forename: Claire
authors.initials: C
authors.lastname: Bernhard
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France).
authors.forename: Victor
authors.initials: V
authors.lastname: Goncalves
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France).
authors.forename: Christine
authors.initials: C
authors.lastname: Goze
authors.affiliation: Chematech, 9 Av. Alain Savary, BP 47870 21000 Dijon cedex (France).
authors.forename: Frédéric
authors.initials: F
authors.lastname: Boschetti
authors.affiliation: Lehrstuhl für Pharmazeutische Radiochemie, Technische Universität, München, Walther-Meissner-Str. 3, 85748 Garching (Germany).
authors.forename: Johannes
authors.initials: J
authors.lastname: Notni
authors.affiliation: Lehrstuhl für Pharmazeutische Radiochemie, Technische Universität, München, Walther-Meissner-Str. 3, 85748 Garching (Germany).
authors.forename: Hans J
authors.initials: HJ
authors.lastname: Wester
authors.affiliation: ICMUB UMR6302, CNRS, Université Bourgogne Franche-Comté, 21000 Dijon (France). franck.denat@u-bourgogne.fr.
authors.forename: Franck
authors.initials: F
authors.lastname: Denat
mesh_terms: D000818:Animals; D001372:Aza Compounds / Q000737:chemistry; D001839:Bombesin / Q000737:chemistry / Q000378:metabolism; D002540:Cerebral Cortex / Q000378:metabolism; D002614:Chelating Agents / Q000138:chemical synthesis / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D005710:Gallium Radioisotopes / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007553:Isotope Labeling / Q000379:methods; D009943:Organophosphorus Compounds / Q000737:chemistry; D010721:Phosphinic Acids / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry; D019275:Radiopharmaceuticals / Q000737:chemistry; D051381:Rats; D018004:Receptors, Bombesin / Q000378:metabolism; D013696:Temperature
chemical_list: C109090:1,4,7-triazacyclononane-1,4,7-tris(methylene methylphosphinic acid); D001372:Aza Compounds; D002614:Chelating Agents; D005710:Gallium Radioisotopes; D006573:Heterocyclic Compounds, 1-Ring; D009943:Organophosphorus Compounds; D010721:Phosphinic Acids; D010880:Piperidines; D019275:Radiopharmaceuticals; D018004:Receptors, Bombesin; C000608409:methylaminotriazacyclononane trimethylphosphinate; C482777:triazacyclononane; D001839:Bombesin
keywords: bombesin; gallium; phosphinates; radiolabelling; triazacyclononane