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Fluorophosphonates on‐Demand: A General and Simplified Approach toward Fluorophosphonate Synthesis

Title: Fluorophosphonates on‐Demand: A General and Simplified Approach toward Fluorophosphonate Synthesis
Authors: Dutra, Jason K.; Foley, Timothy L.; Huang, Zhen; Fisher, Ethan L.; Lachapelle, Erik A.; Mahapatra, Subham; Ogilvie, Kevin; Butler, Todd W.; Bellenger, Justin; Devraj Majmudar, Jaimeen; am Ende, Christopher W.
Source: ChemBioChem ; volume 22, issue 10, page 1769-1774 ; ISSN 1439-4227 1439-7633
Publisher Information: Wiley
Publication Year: 2021
Collection: Wiley Online Library (Open Access Articles via Crossref)
Description: Herein, we report a general and simplified synthesis of fluorophosphonates directly from p ‐nitrophenylphosphonates. This FP on‐demand reaction is mediated by a commercially available polymer‐supported fluoride reagent that produces a variety (25 examples) of fluorophosphonates in high yields while only requiring reagent filtration for pure fluorophosphonate isolation. This reaction protocol facilitates the rapid profiling of serine hydrolases with diverse and novel sets of activated phosphonates with differential proteome reactivity. Moreover, slight modification of the procedure into a reaction‐to‐assay format has enabled additional screening efficiency.
Document Type: article in journal/newspaper
Language: English
DOI: 10.1002/cbic.202000852
Availability: https://doi.org/10.1002/cbic.202000852; https://onlinelibrary.wiley.com/doi/pdf/10.1002/cbic.202000852; https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cbic.202000852
Rights: http://onlinelibrary.wiley.com/termsAndConditions#vor
Accession Number: edsbas.277295E4
Database: BASE