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Synthesis of Aminooxy‐Functionalized Lanthanide(III) Chelates for Carbonyl‐Group Conjugation
Author(s) -
Hovinen Jari
Publication year - 2006
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200690032
Subject(s) - chemistry , lanthanide , terpyridine , diethylenetriaminepentaacetic acid , chelation , reagent , ether , dota , oxime , combinatorial chemistry , medicinal chemistry , organic chemistry , ion , metal
The syntheses of three new aminooxy‐tethered lanthanide(III) chelates, compounds 1 – 3 , incorporating DOTA (=1,4,7,10‐tetraazacyclododecane‐1,4,7,10‐tetraacetic acid), DTPA (=diethylenetriaminepentaacetic acid), or a substituted terpyridine (2,2′,2″,2′′′‐[2,2′: 6′,2″‐terpyridine‐6,6″‐diylbis(methylenenitrilo)]tetraacetic acid), respectively, are described. Reagents 1 – 3 can be used for carbonyl ‘labeling’, as shown by the formation of the corresponding oxime‐ether bioconjugates of naltrexone ( 16 ) and 2‐deoxy‐ β ‐ D ‐glucose ( 17 ) ( Scheme 4 ).