A new model for the presentation of tumor-associated antigens and the quest for an anticancer vaccine: a solution to the synthesis challenge via ring-closing metathesis.
A new model for the presentation of tumor-associated antigens and the quest for an anticancer vaccine: a solution to the synthesis challenge via ring-closing metathesis.
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DOI：
10.1021/ja9052625
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发表时间：
2009-10-14
影响因子：
15
通讯作者：
Danishefsky, Samuel J.
中科院分区：
文献类型：
--
作者：
Jeon, Insik;Lee, Dongjoo;Krauss, Isaac J.;Danishefsky, Samuel J.
全合成的、基于碳水化合物的抗肿瘤疫苗候选已经在高度聚集的模式下合成。肿瘤相关碳水化合物抗原TN和STN的多个拷贝以高度聚合的方式组装在单个环肽支架上。还展示了闭环复分解介导的内部交联剂的掺入。具体地说，这种刚性的交联结构将通过保持连接到多肽平台上的糖链之间的适当距离来增强识别簇的抗体反应。这里描述了高度聚集抗原的设计和合成的细节。
Fully synthetic, carbohydrate-based antitumor vaccine candidates have been synthesized in highly clustered modes. Multiple copies of tumor-associated carbohydrate antigens, Tn and STn, were assembled on a single cyclic peptide scaffold in a highly convergent manner. Ring-closing metathesis-mediated incorporation of an internal cross-linker was also demonstrated. In particular, this rigidified cross-linked construct would enhance a cluster-recognizing antibody response by retaining an appropriate distance between glycans attached to the peptide platform. Details of the design and synthesis of highly clustered antigens are described herein.
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