Perfluorophenyl Derivatives as Unsymmetrical Linkers for Solid Phase Conjugation

Linkers play major roles in conjugation chemistry toward the advancement of drug discovery. Two different series of fluorinated linkers were introduced to the backbone of a model peptide using solid phase peptide synthesis. These fluorinated linkers have the potential to conjugate two asymmetrical g...

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Published inFrontiers in chemistry Vol. 6; p. 589
Main Authors Alapour, Saba, Sharma, Anamika, de la Torre, Beatriz G, Ramjugernath, Deresh, Koorbanally, Neil A, Albericio, Fernando
Format Journal Article
LanguageEnglish
Published Switzerland Frontiers Media S.A 28.11.2018
Subjects
Chemistry
chimera
conjugation
fluorolinkers
peptide stapling
solid-phase peptide synthesis
chimera
fluorolinkers
solid-phase peptide synthesis
peptide stapling
conjugation
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Summary:Linkers play major roles in conjugation chemistry toward the advancement of drug discovery. Two different series of fluorinated linkers were introduced to the backbone of a model peptide using solid phase peptide synthesis. These fluorinated linkers have the potential to conjugate two asymmetrical groups. This has not been done using other fluorinated linkers. This study deals with application of linkers with S, N, and O terminals and reports on the investigation of their chemoselectivity and activity for branching peptide backbones using a chosen model peptide. These fluorinated linkers have unique properties that will make it possible for a large diversity of bioconjugated chemicals for different bioapplications to be designed and synthesized.
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Edited by: Gwilherm Evano, Free University of Brussels, Belgium
This article was submitted to Organic Chemistry, a section of the journal Frontiers in Chemistry
Reviewed by: Benoit Crousse, Centre national de la recherche scientifique (CNRS), France; Basem Moosa, KAUST Catalysis Center (KCC), Saudi Arabia
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2018.00589