| Literature DB >> 18623291 |
Sander S van Berkel1, A ' Ton ' J Dirks, Silvie A Meeuwissen, Dennis L L Pingen, Otto C Boerman, Peter Laverman, Floris L van Delft, Jeroen J L M Cornelissen, Floris P J T Rutjes.
Abstract
The tandem 1,3-dipolar cycloaddition-retro-Diels-Alder (tandem crDA) reaction is presented as a versatile method for metal-free chemoselective conjugation of a DTPA radiolabel to N-delta-azido-cyclo(-Arg-Gly-Asp-d-Phe-Orn-) via oxanorbornadiene derivatives. To this end, the behavior of several trifluoromethyl-substituted oxanorbornadiene derivatives in the 1,3-dipolar cycloaddition was studied and optimized to give a clean and efficient method for bio-orthogonal ligation in an aqueous environment. After radioisotope treatment, the resulting 111In-labeled c(RGD)-CF3-triazole-DTPA conjugate was subjected to preliminary biological evaluation and showed high affinity for alpha(v)beta(3) (IC(50)=192 nM) and favorable pharmacokinetics.Entities:
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Year: 2008 PMID： 18623291 DOI： 10.1002/cbic.200800074
Source DB: PubMed Journal: Chembiochem ISSN： 1439-4227 Impact factor: 3.164