Accelerated Multiphosphorylated Peptide Synthesis

[Image: see text] Preparing phosphorylated peptides with multiple adjacent phosphorylations is synthetically difficult, leads to β-elimination, results in low yields, and is extremely slow. We combined synthetic chemical methodologies with computational studies and engineering approaches to develop...

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Autores principales: Grunhaus, Dana, Molina, Estefanía Rossich, Cohen, Roni, Stein, Tamar, Friedler, Assaf, Hurevich, Mattan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9397535/
https://www.ncbi.nlm.nih.gov/pubmed/36032360
http://dx.doi.org/10.1021/acs.oprd.2c00164
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author Grunhaus, Dana
Molina, Estefanía Rossich
Cohen, Roni
Stein, Tamar
Friedler, Assaf
Hurevich, Mattan
author_facet Grunhaus, Dana
Molina, Estefanía Rossich
Cohen, Roni
Stein, Tamar
Friedler, Assaf
Hurevich, Mattan
author_sort Grunhaus, Dana
collection PubMed
description [Image: see text] Preparing phosphorylated peptides with multiple adjacent phosphorylations is synthetically difficult, leads to β-elimination, results in low yields, and is extremely slow. We combined synthetic chemical methodologies with computational studies and engineering approaches to develop a strategy that takes advantage of fast stirring, high temperature, and a very low concentration of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to produce multiphosphorylated peptides at an extremely rapid time and high purity.
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spelling pubmed-93975352022-08-24 Accelerated Multiphosphorylated Peptide Synthesis Grunhaus, Dana Molina, Estefanía Rossich Cohen, Roni Stein, Tamar Friedler, Assaf Hurevich, Mattan Org Process Res Dev [Image: see text] Preparing phosphorylated peptides with multiple adjacent phosphorylations is synthetically difficult, leads to β-elimination, results in low yields, and is extremely slow. We combined synthetic chemical methodologies with computational studies and engineering approaches to develop a strategy that takes advantage of fast stirring, high temperature, and a very low concentration of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to produce multiphosphorylated peptides at an extremely rapid time and high purity. American Chemical Society 2022-07-12 2022-08-19 /pmc/articles/PMC9397535/ /pubmed/36032360 http://dx.doi.org/10.1021/acs.oprd.2c00164 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Grunhaus, Dana
Molina, Estefanía Rossich
Cohen, Roni
Stein, Tamar
Friedler, Assaf
Hurevich, Mattan
Accelerated Multiphosphorylated Peptide Synthesis
title Accelerated Multiphosphorylated Peptide Synthesis
title_full Accelerated Multiphosphorylated Peptide Synthesis
title_fullStr Accelerated Multiphosphorylated Peptide Synthesis
title_full_unstemmed Accelerated Multiphosphorylated Peptide Synthesis
title_short Accelerated Multiphosphorylated Peptide Synthesis
title_sort accelerated multiphosphorylated peptide synthesis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9397535/
https://www.ncbi.nlm.nih.gov/pubmed/36032360
http://dx.doi.org/10.1021/acs.oprd.2c00164
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