Multimeric cyclic RGD peptides as potential tools for tumor targeting: Solid-phase peptide synthesis and chemoselective oxime ligation
Multimeric cyclic RGD peptides as potential tools for tumor targeting: Solid-phase peptide synthesis and chemoselective oxime ligation
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DOI：
10.1002/chem.200204304
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发表时间：
2003-06-16
影响因子：
4.3
通讯作者：
Kessler, H
中科院分区：
文献类型：
--
作者：
Thumshirn, G;Hersel, U;Kessler, H
α v β 3整合素受体在人类转移和肿瘤诱导的血管生成中起重要作用。靶向这种受体可以提供有关肿瘤受体状态的信息，并实现特定的治疗计划。描述了多聚环（-RGDfE-）-肽的固相肽合成，其由于多价效应而提供了增强整联蛋白靶向的可能性。这些肽含有用于通用化学选择性肟连接的氨基氧基。与对三甲基甲锡烷基-苯甲醛的缀合产生放射性碘去甲锡烷基化的前体，这将允许它们用作靶向和成像表达α v β 3的肿瘤细胞的潜在工具。在温和的条件下以良好的产率获得缀合物，而不需要保护策略。
The alphavbeta3 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-trimethylstannyl-benzaldehyde results in a precursor for radioiododestannylation, which would allow them to be used as potential tools for targeting and imaging alphavbeta3-expressing tumor cells. The conjugates were obtained in good yield without the need of a protection strategy and under mild conditions.