کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1356895 | 981173 | 2007 | 8 صفحه PDF | دانلود رایگان |
A new synthetic pathway to 1-(2-[β,d-galactopyranosyloxy]ethyl)-7-(1-carboxy-3-[4-aminophenyl]propyl)-4,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododecane (Gal-PA-DO3A-NH2) and 1-(2-[β,d-galactopyranosyloxy]ethyl)-4,7,10-tris(carboxymethyl)-1, 4,7,10-tetraazacyclododecane (Gal-DO3A) chelating agents was developed involving full hydroxyl- and carboxyl-group protection in precursors to product. Two sequences of cyclen-N-functionalisation were subsequently investigated, one successfully, towards synthesis of the novel ‘smart’ bifunctional Gal-PA-DO3A-NH2 chelate. The longitudinal proton relaxivities of the neutral [Gd-(Gal-PA-DO3A-NH2)] and [Gd-(Gal-DO3A)] complexes were increased by 28% and 37% in the presence of β-galactosidase, respectively.
A novel synthesis of Gal-PA-DO3A-NH2 was developed, and the relaxivity of its Gd(III) complex and its responsiveness to β-galactosidase was comparable to the reported ‘smart’ MRI contrast agent, Gd(III) Gal-DO3A complex.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 15, Issue 14, 15 July 2007, Pages 4714–4721