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Improved synthesis and biological evaluation of chelator-modified ?-MSH analogs prepared by copper-free click chemistry.

ABSTRACT: Radionuclide chelators (DOTA, NOTA) functionalized with a monofluorocyclooctyne group were prepared. These materials reacted rapidly and in high yield with a fully deprotected azide-modified peptide via Cu-free click chemistry under mild reaction conditions (aqueous solution, room temperature). The resulting bioconjugates bind with high affinity and specificity to their cell-surface receptor targets in vitro and appear stable to degradation in mouse serum over 3h of incubation at 37°C.

SUBMITTER: Baumhover NJ

PROVIDER: S-EPMC3171621 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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Improved synthesis and biological evaluation of chelator-modified α-MSH analogs prepared by copper-free click chemistry.

Baumhover Nicholas J NJ Martin Molly E ME Parameswarappa Sharavathi G SG Kloepping Kyle C KC O'Dorisio M Sue MS Pigge F Christopher FC Schultz Michael K MK

Bioorganic & medicinal chemistry letters 20110808 19

Radionuclide chelators (DOTA, NOTA) functionalized with a monofluorocyclooctyne group were prepared. These materials reacted rapidly and in high yield with a fully deprotected azide-modified peptide via Cu-free click chemistry under mild reaction conditions (aqueous solution, room temperature). The resulting bioconjugates bind with high affinity and specificity to their cell-surface receptor targets in vitro and appear stable to degradation in mouse serum over 3h of incubation at 37°C. ...[more]

PMID: 21873053

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