Semisynthesis of analogues of the saponin immunoadjuvant QS-21 Journal Article
| Authors: | Fernández-Tejada, A.; Walkowicz, W. E.; Tan, D. S.; Gin, D. Y. |
| Article Title: | Semisynthesis of analogues of the saponin immunoadjuvant QS-21 |
| Abstract: | Saponins are triterpene glycoside natural products that exhibit many different biological properties, including activation and modulation of the immune system, and have therefore attracted significant interest as immunological adjuvants for use in vaccines. QS-21 is the most widely used and promising saponin adjuvant but suffers from several liabilities, such as scarcity, dose-limiting toxicity, and hydrolytic instability. Chemical synthesis has emerged as a powerful approach to obtain homogeneous, pure samples of QS-21 and to improve its properties and therapeutic profile by providing access to optimized, synthetic saponin variants. Herein, we describe a general method for the semisynthesis of these molecules from QS-21, with detailed synthetic protocols for two saponin variants developed in our recent work. © Springer Science+Business Media New York 2017. |
| Keywords: | glycosylation; natural product; vaccine; carbohydrate; saponin; qs-21; immunoadjuvant; semisynthesis |
| Journal Title: | Methods in Molecular Biology |
| Volume: | 1494 |
| ISSN: | 1064-3745 |
| Publisher: | Humana Press Inc |
| Date Published: | 2017-01-01 |
| Start Page: | 45 |
| End Page: | 71 |
| Language: | English |
| DOI: | 10.1007/978-1-4939-6445-1_4 |
| PROVIDER: | scopus |
| PMCID: | PMC5120590 |
| PUBMED: | 27718185 |
| DOI/URL: | |
| Notes: | Book Chapter 4 in "Vaccine Adjuvants" (ISBN: 978-1-4939-6443-7) -- Export Date: 2 November 2016 -- Source: Scopus |
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