title: Synthesis of QS-21-based immunoadjuvants.
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.
authors.affiliation: Department of Chemistry, ‡Department of Pediatric Dentistry, and §Department of Microbiology, University of Alabama at Birmingham , 901 14th Street South, Birmingham, Alabama 35294, United States.
authors.forename: Pengfei
authors.initials: P
authors.lastname: Wang
authors.forename: Qipu
authors.initials: Q
authors.lastname: Dai
authors.forename: Punith
authors.initials: P
authors.lastname: Thogaripally
authors.forename: Ping
authors.initials: P
authors.lastname: Zhang
authors.forename: Suzanne M
authors.initials: SM
authors.lastname: Michalek
mesh_terms: D000276:Adjuvants, Immunologic / Q000097:blood / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D002236:Carbohydrate Conformation; D005260:Female; D006388:Hemagglutinins / Q000097:blood / Q000737:chemistry; D051379:Mice; D008807:Mice, Inbred BALB C; D008969:Molecular Sequence Data; D012503:Saponins / Q000097:blood / Q000737:chemistry*
chemical_list: D000276:Adjuvants, Immunologic; D006388:Hemagglutinins; D012503:Saponins; C078785:saponin QA-21V1