In:
ChemBioChem, Wiley, Vol. 9, No. 11 ( 2008-07-21), p. 1805-1815
Kurzfassung:
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 ‐δ‐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 111 In‐labeled c(RGD)‐CF 3 ‐triazole‐DTPA conjugate was subjected to preliminary biological evaluation and showed high affinity for α v β 3 (IC 50 =192 n M ) and favorable pharmacokinetics.
Materialart:
Online-Ressource
ISSN:
1439-4227
,
1439-7633
DOI:
10.1002/cbic.200800074
Sprache:
Englisch
Verlag:
Wiley
Publikationsdatum:
2008
ZDB Id:
2020469-3
SSG:
12
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