title: Lanthanide(III) complexes of pyridine-tetraacetic acid-glycoconjugates: synthesis and luminescence studies of mono and divalent derivatives.
abstract: A potent lanthanide chelate, fulfilling the requirements for the development of MRI contrast agents or luminescent probes, was armed with alkyne groups. We then implemented a click methodology to graft the bifunctional ligand to azide-containing glucoside and maltoside scaffolds. The resulting hydrophilic glycoconjugates retained the ligand binding capacity for Eu(3+) or Tb(3+) ion as evidenced by the number of bound water molecules to the lanthanide ion. Divalent Eu(3+) and Tb(3+) complexes were shown to double the brightness of the emitted fluorescent signal compared to its monovalent derivatives. Designing multivalent lanthanide luminescent probes would enable the fluorescent signal of labeled biomolecules to be enhanced.
authors.affiliation: LUNAM Université, CEISAM, Chimie Et Interdisciplinarité, Synthèse, Analyse, Modélisation, UMR CNRS 6230, UFR des Sciences et des Techniques, Nantes, France. sebastien.gouin@univ-nantes.fr
authors.forename: Sébastien G
authors.initials: SG
authors.lastname: Gouin
authors.forename: Mélissa
authors.initials: M
authors.lastname: Roger
authors.forename: Nadine
authors.initials: N
authors.lastname: Leygue
authors.forename: David
authors.initials: D
authors.lastname: Deniaud
authors.forename: Karine
authors.initials: K
authors.lastname: Julienne
authors.forename: Eric
authors.initials: E
authors.lastname: Benoist
authors.forename: Claude
authors.initials: C
authors.lastname: Picard
authors.forename: José
authors.initials: J
authors.lastname: Kovensky
authors.forename: Chantal
authors.initials: C
authors.lastname: Galaup
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry; D002614:Chelating Agents / Q000737:chemistry; D057930:Click Chemistry; D003287:Contrast Media / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D049449:Luminescence; D008279:Magnetic Resonance Imaging; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002614:Chelating Agents; D003287:Contrast Media; D006001:Glycoconjugates; D028581:Lanthanoid Series Elements; D011725:Pyridines; D019342:Acetic Acid