title: Gd-TEMDO: Design, Synthesis, and MRI Application.
abstract: A simple Ugi tetrazole multicomponent reaction allows the synthesis of a novel macrocyclic cyclen derivative with four appendant tetrazole arms in just two steps in excellent yields. This ligand, called TEMDO, turns out to have a high complexation affinity with lanthanoid metals. Here we describe the design, synthesis, solid-state structure, binding constant, and some MRI applications of the Gd-TEMDO complex as the first example of a congeneric family of oligo-amino tetrazoles.
authors.affiliation: Department of Drug Design, Groningen Research Institute of Pharmacy, University of Groningen, A. Deusinglaan 1, Groningen, The Netherlands.
authors.forename: André
authors.initials: A
authors.lastname: Boltjes
authors.affiliation: Department of Drug Design, Groningen Research Institute of Pharmacy, University of Groningen, A. Deusinglaan 1, Groningen, The Netherlands.
authors.forename: Annadka
authors.initials: A
authors.lastname: Shrinidhi
authors.affiliation: Central Animal Facility, University of Groningen/UMCG, A. Deusinglaan 50, The Netherlands.
authors.forename: Kees
authors.initials: K
authors.lastname: van de Kolk
authors.affiliation: Institut für Anorganische Chemie, Technische Universität München, Lichtenbergstrasse 4, 85747, Garching bei München, Germany.
authors.forename: Eberhardt
authors.initials: E
authors.lastname: Herdtweck
authors.affiliation: Department of Drug Design, Groningen Research Institute of Pharmacy, University of Groningen, A. Deusinglaan 1, Groningen, The Netherlands. a.s.s.domling@rug.nl.
authors.forename: Alexander
authors.initials: A
authors.lastname: Dömling
mesh_terms: D003287:Contrast Media / Q000737:chemistry; D000080027:Cyclams; D005682:Gadolinium / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D008279:Magnetic Resonance Imaging; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003287:Contrast Media; D000080027:Cyclams; C000621461:Gd-TEMDO; D006571:Heterocyclic Compounds; D008024:Ligands; D009942:Organometallic Compounds; D013777:Tetrazoles; C045574:1H-tetrazole; C038072:cyclen; D005682:Gadolinium
keywords: gadolinium; macrocyclic ligands; magnetic resonance imaging; multicomponent reactions; oligoamino tetrazole