Synthesis of QS-21-based immunoadjuvants

Pengfei Wang; Qipu Dai; Punith Thogaripally; Ping Zhang; Suzanne M. Michalek

doi:10.1021/jo402118j

Synthesis of QS-21-based immunoadjuvants

Pengfei Wang^*, Qipu Dai, Punith Thogaripally, Ping Zhang, Suzanne M. Michalek

^*Corresponding author for this work

University of Alabama at Birmingham

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

Three structurally defined QS-21-based immune adjuvant candidates (2a-2c) have been synthesized. Application of the two-stage activation glycosylation approach utilizing allyl glycoside building blocks improved the synthetic accessibility of the new adjuvants. The efficient synthesis and establishment of the stand-alone adjuvanticity of the examined synthetic adjuvant (2b) open the door to the pursuit of a new series of structurally defined QS-saponin-based synthetic adjuvants.

Original language	English
Pages (from-to)	11525-11534
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	78
Issue number	22
DOIs	https://doi.org/10.1021/jo402118j
Publication status	Published - 15 Nov 2013
Externally published	Yes

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10.1021/jo402118j

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abstract = "Three structurally defined QS-21-based immune adjuvant candidates (2a-2c) have been synthesized. Application of the two-stage activation glycosylation approach utilizing allyl glycoside building blocks improved the synthetic accessibility of the new adjuvants. The efficient synthesis and establishment of the stand-alone adjuvanticity of the examined synthetic adjuvant (2b) open the door to the pursuit of a new series of structurally defined QS-saponin-based synthetic adjuvants.",

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AU - Wang, Pengfei

AU - Dai, Qipu

AU - Thogaripally, Punith

AU - Zhang, Ping

AU - Michalek, Suzanne M.

PY - 2013/11/15

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AB - Three structurally defined QS-21-based immune adjuvant candidates (2a-2c) have been synthesized. Application of the two-stage activation glycosylation approach utilizing allyl glycoside building blocks improved the synthetic accessibility of the new adjuvants. The efficient synthesis and establishment of the stand-alone adjuvanticity of the examined synthetic adjuvant (2b) open the door to the pursuit of a new series of structurally defined QS-saponin-based synthetic adjuvants.

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Synthesis of QS-21-based immunoadjuvants

Abstract

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