𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Multimeric Cyclic RGD Peptides as Potential Tools for Tumor Targeting: Solid-Phase Peptide Synthesis and Chemoselective Oxime Ligation

✍ Scribed by Georgette Thumshirn; Ulrich Hersel; Simon L. Goodman; Horst Kessler


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
206 KB
Volume
9
Category
Article
ISSN
0947-6539

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

The __α__v__β__3 integrin receptor plays an important role in human metastasis and tumor‐induced angiogenesis. Targeting this receptor may provide information about the receptor status of the tumor and enable specific therapeutic planning. Solid‐phase peptide synthesis of multimeric cyclo(‐RGDfE‐)‐peptides is described, which offer the possibility of enhanced integrin targeting due to polyvalency effects. These peptides contain an aminooxy group for versatile chemoselective oxime ligation. Conjugation with para‐trimethylstannylbenzaldehyde results in a precursor for radioiododestannylation, which would allow them to be used as potential tools for targeting and imaging __α__v__β__3‐expressing tumor cells. The conjugates were obtained in good yield without the need of a protection strategy and under mild conditions.