Literature DB >> 16581248

Synthesis of 2-alkoxy-8-hydroxyadenylpeptides: towards synthetic epitope-based vaccines.

Jimmy J Weterings1, Selina Khan, Gerbrand J van der Heden, Jan W Drijfhout, Cornelis J M Melief, Herman S Overkleeft, Sjoerd H van der Burg, Ferry Ossendorp, Gijsbert A van der Marel, Dmitri V Filippov.   

Abstract

The preparation of three different 2-alkoxy-8-hydroxyadenylpeptide conjugates has been accomplished by solid-phase synthesis combined with 'on-resin' Cu(I) catalyzed Huisgen cycloaddition. The immunogenicity of the compounds has been evaluated in IL-12 production and antigen presentation assays.

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Year:  2006        PMID: 16581248     DOI: 10.1016/j.bmcl.2006.03.034

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  6 in total

1.  Facile syntheses of functionalized toll-like receptor 7 agonists.

Authors:  Babatope Akinbobuyi; Matthew R Byrd; Charles A Chang; Mysa Nguyen; Zacharie J Seifert; Anne-Laure Flamar; Gerard Zurawski; Katherine C Upchurch; SangKon Oh; Stephen H Dempsey; Thomas J Enke; John Le; Hunter J Winstead; José R Boquín; Robert R Kane
Journal:  Tetrahedron Lett       Date:  2015-01-08       Impact factor: 2.415

Review 2.  Advancements in the mechanistic understanding of the copper-catalyzed azide-alkyne cycloaddition.

Authors:  Regina Berg; Bernd F Straub
Journal:  Beilstein J Org Chem       Date:  2013-12-02       Impact factor: 2.883

3.  Synthetic Toll-like Receptors 7 and 8 Agonists: Structure-Activity Relationship in the Oxoadenine Series.

Authors:  Jay T Evans; Laura S Bess; Sandra C Mwakwari; Mark T Livesay; Yufeng Li; Van Cybulski; David A Johnson; Hélène G Bazin
Journal:  ACS Omega       Date:  2019-09-10

Review 4.  1,2,3-Triazoles as Biomimetics in Peptide Science.

Authors:  Naima Agouram; El Mestafa El Hadrami; Abdeslem Bentama
Journal:  Molecules       Date:  2021-05-14       Impact factor: 4.411

5.  Design, automated synthesis and immunological evaluation of NOD2-ligand-antigen conjugates.

Authors:  Marian M J H P Willems; Gijs G Zom; Nico Meeuwenoord; Ferry A Ossendorp; Herman S Overkleeft; Gijsbert A van der Marel; Jeroen D C Codée; Dmitri V Filippov
Journal:  Beilstein J Org Chem       Date:  2014-06-26       Impact factor: 2.883

6.  Self-Adjuvanting Cancer Vaccines from Conjugation-Ready Lipid A Analogues and Synthetic Long Peptides.

Authors:  Niels R M Reintjens; Elena Tondini; Ana R de Jong; Nico J Meeuwenoord; Fabrizio Chiodo; Evert Peterse; Herman S Overkleeft; Dmitri V Filippov; Gijsbert A van der Marel; Ferry Ossendorp; Jeroen D C Codée
Journal:  J Med Chem       Date:  2020-10-06       Impact factor: 7.446

  6 in total

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