Exploiting structure–activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants

Mattia Ghirardello; Ane Ruiz-de-Angulo; Nagore Sacristan; Diego Barriales; Jesús Jiménez-Barbero; Ana Poveda; Francisco Corzana; Juan Anguita; Alberto Fernández-Tejada

doi:10.1039/C9CC07781B

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Exploiting structure–activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants†

Mattia Ghirardello,

^a Ane Ruiz-de-Angulo,

^a Nagore Sacristan,^a Diego Barriales,

^b Jesús Jiménez-Barbero,

^cd Ana Poveda,

^c Francisco Corzana,

^e Juan Anguita

*^bd and Alberto Fernández-Tejada

*^ad

Author affiliations

* Corresponding authors

^a Chemical Immunology Lab, Centre for Cooperative Research in Biosciences, CIC-bioGUNE, 48160 Derio, Biscay, Spain
E-mail: afernandeztejada@cicbiogune.es

^b Inflammation and Macrophage Plasticity Lab, Centre for Cooperative Research in Biosciences, CIC-bioGUNE, 48160 Derio, Biscay, Spain
E-mail: janguita@cicbiogune.es

^c Chemical Glycobiology Lab, Centre for Cooperative Research in Biosciences, CIC-bioGUNE, 48160 Derio, Biscay, Spain

^d Ikerbasque, Basque Foundation for Science, 48013 Bilbao, Spain

^e Department of Chemistry, University of La Rioja, Logroño, Spain

Abstract

We report the design, synthesis, immunological evaluation, and conformational analysis of new saponin variants as promising vaccine adjuvants. These studies have provided expedient synthetic access to streamlined adjuvant-active saponins and yielded molecular-level insights into saponin conformation that correlated with their in vivo adjuvant activities.

This article is part of the themed collection: 2019 Emerging Investigators

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Article information

DOI: https://doi.org/10.1039/C9CC07781B
Article type: Communication
Submitted: 04 Oct 2019
Accepted: 12 Nov 2019
First published: 12 Dec 2019
This article is Open Access

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Chem. Commun., 2020,56, 719-722

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Exploiting structure–activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants

M. Ghirardello, A. Ruiz-de-Angulo, N. Sacristan, D. Barriales, J. Jiménez-Barbero, A. Poveda, F. Corzana, J. Anguita and A. Fernández-Tejada, Chem. Commun., 2020, 56, 719 DOI: 10.1039/C9CC07781B

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Chemical Communications

Exploiting structure–activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants†

Abstract

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Exploiting structure–activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants

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