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Literature DB >> 24147602

Synthesis of QS-21-based immunoadjuvants.

Pengfei Wang¹, Qipu Dai, Punith Thogaripally, Ping Zhang, Suzanne M Michalek.

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.

Entities: CellLine Chemical Disease Gene Species

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Year: 2013 PMID： 24147602 PMCID： PMC3937867 DOI： 10.1021/jo402118j

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

30 in total

1. Preclinical evaluation of the synthetic adjuvant SQS-21 and its constituent isomeric saponins.

Authors: Govind Ragupathi; Payal Damani; Kai Deng; Michelle M Adams; Jianfeng Hang; Constantine George; Philip O Livingston; David Y Gin
Journal: Vaccine Date: 2010-05-05 Impact factor: 3.641

Review 2. Unmet needs in modern vaccinology: adjuvants to improve the immune response.

Authors: Geert Leroux-Roels
Journal: Vaccine Date: 2010-08-31 Impact factor: 3.641

3. Synthesis of the potent immunostimulatory adjuvant QS-21A.

Authors: Pengfei Wang; Yong-Jae Kim; Mauricio Navarro-Villalobos; Bridget D Rohde; David Y Gin
Journal: J Am Chem Soc Date: 2005-03-16 Impact factor: 15.419

4. Synthesis of QS-21-xylose: establishment of the immunopotentiating activity of synthetic QS-21 adjuvant with a melanoma vaccine.

Authors: Kai Deng; Michelle M Adams; Payal Damani; Philip O Livingston; Govind Ragupathi; David Y Gin
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

5. Facile glycosylation strategy with two-stage activation of allyl glycosyl donors. Application to concise synthesis of Shigella flexneri serotype Y O-antigen.

Authors: Yun Wang; Xin Zhang; Pengfei Wang
Journal: Org Biomol Chem Date: 2010-08-03 Impact factor: 3.876

6. Role of mitogen-activated protein kinases and NF-kappaB in the regulation of proinflammatory and anti-inflammatory cytokines by Porphyromonas gingivalis hemagglutinin B.

Authors: Ping Zhang; Michael Martin; Suzanne M Michalek; Jannet Katz
Journal: Infect Immun Date: 2005-07 Impact factor: 3.441

7. Design and synthesis of potent Quillaja saponin vaccine adjuvants.

Authors: Michelle M Adams; Payal Damani; Nicholas R Perl; Annie Won; Feng Hong; Philip O Livingston; Govind Ragupathi; David Y Gin
Journal: J Am Chem Soc Date: 2010-02-17 Impact factor: 15.419

Review 8. The ABC of clinical and experimental adjuvants--a brief overview.

Authors: Richard Brunner; Erika Jensen-Jarolim; Isabella Pali-Schöll
Journal: Immunol Lett Date: 2009-11-04 Impact factor: 3.685

9. Simple glycosylation reaction of allyl glycosides.

Authors: Pengfei Wang; Pranab Haldar; Yun Wang; Huayou Hu
Journal: J Org Chem Date: 2007-06-20 Impact factor: 4.354

10. Requirement of TLR4 and CD14 in dendritic cell activation by Hemagglutinin B from Porphyromonas gingivalis.

Authors: Dalia E Gaddis; Suzanne M Michalek; Jenny Katz
Journal: Mol Immunol Date: 2009-06-21 Impact factor: 4.407

7 in total

1. Synthesis and Evaluation of QS-7-Based Vaccine Adjuvants.

Authors: Pengfei Wang; Đani Škalamera; Xianwei Sui; Ping Zhang; Suzanne M Michalek
Journal: ACS Infect Dis Date: 2019-03-28 Impact factor: 5.084

2. Synthesis and Evaluation of QS-21-Based Immunoadjuvants with a Terminal-Functionalized Side Chain Incorporated in the West Wing Trisaccharide.

Authors: Pengfei Wang; Dattatray A Devalankar; Qipu Dai; Ping Zhang; Suzanne M Michalek
Journal: J Org Chem Date: 2016-10-13 Impact factor: 4.354