Semisynthesis of Analogues of the Saponin Immunoadjuvant QS-21. Academic Article uri icon

Overview

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.

publication date

  • January 1, 2017

Research

keywords

  • Adjuvants, Immunologic
  • Quillaja
  • Saponins

Identity

PubMed Central ID

  • PMC5120590

Scopus Document Identifier

  • 84991263089

Digital Object Identifier (DOI)

  • 10.1007/978-1-4939-6445-1_4

PubMed ID

  • 27718185

Additional Document Info

volume

  • 1494