Synthesis and Activity of 6鈥?Deoxy-6鈥?thio-伪-GalCer and Peptide Conjugates
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- 作者：Benjamin J. Compton ; Ching-wen Tang ; Karen A. Johnston ; Taryn L. Osmond ; Colin M. Hayman ; David S. Larsen ; Ian F. Hermans ; Gavin F. Painter
- 刊名：Organic Letters
- 出版年：2015
- 出版时间：December 18, 2015
- 年：2015
- 卷：17
- 期：24
- 页码：5954-5957
- 全文大小：315K
- ISSN：1523-7052
文摘
A major challenge in the development of highly defined synthetic vaccines is the codelivery of vaccine components (i.e., antigen and adjuvant) to secondary lymphoid tissue to induce optimal immune responses. This problem can be addressed by synthesizing vaccines that comprise peptide antigens covalently attached to glycolipid adjuvants through biologically cleavable linkers. Toward this, a strategy utilizing previously unreported 6鈥?deoxy-6鈥?thio analogues of 伪-GalCer that can undergo chemoselective conjugation with peptide antigens is described. Administration of these conjugate vaccines leads to enhanced priming of antigen specific T cells. This simple vaccine design is broadly applicable to multiple disease indications such as cancer and infectious disease.