Details

Autor(en) / Beteiligte

• Thumshirn, Georgette
• Hersel, Ulrich
• Goodman, Simon L.
• Kessler, Horst

Titel

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

Ist Teil von

• Chemistry : a European journal, 2003-06, Vol.9 (12), p.2717-2725

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2003

Quelle

Wiley Online Library Journals Frontfile Complete

Beschreibungen/Notizen

• The αvβ3 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 αvβ3‐expressing tumor cells. The conjugates were obtained in good yield without the need of a protection strategy and under mild conditions. Even without protection and under mild conditions, good yields of multimeric peptide conjugates, such as the one shown, can be obtained. Radioiodinated, these compounds could be used to target and image tumor cells that express the integrin αvβ3 receptor, which plays an important role in human metastasis and tumor‐induced angiogenesis.