Synthesis and characterization of l -3-(pentafluorophosphato-difluoromethyl)-alanine, a structural and functional mimetic of phosphoserine

Chemical Communications 2026 Open access

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Authors: Anna Magdalena Ambros, Niklas Limberg, Katrin Denzinger, Markus Tiemann, Gerhard Wolber, Sebastian Riedel, Jörg Rademann
DOI: 10.1039/d5cc06914a
Cited by: 0
References: 25

Abstract

In this work, we present the synthesis and characterization of a novel structural analog of phosphoserine, L-3-(pentafluorophosphato-difluoromethyl)-alanine. The hyper-fluorinated, permanently anionic amino acid residue was synthetically accessed in six steps starting from commercially available N-Boc-L-serine methyl ester and showed biological activity as an inhibitor of the protein serine phosphatase PPP2CA, demonstrating its potential as phosphoserine biomimetic.

Fields of Study & Subjects

Protein Tyrosine Phosphatases Organophosphorus compounds synthesis Protein Kinase Regulation and GTPase Signaling

Publication details

Journal / source
Chemical Communications
Volume
62
Issue
41
Pages
10505–10509
Publication date
1 January 2026
Language
EN