Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups

Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups

Aspartimide formation is a frequently occurring problem during peptide synthesis. Here, the authors present cyanosulfurylides as a protection group that masks aspartic acid residues during solid phase peptide synthesis, thus preventing aspartimide formation, and can be removed with N-chlorosuccinimi...

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Main Authors: Kevin Neumann, Jakob Farnung, Simon Baldauf, Jeffrey W. Bode
Format: Article
Language:English
Published: Nature Publishing Group 2020-02-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-020-14755-6
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spelling doaj-3a53cea2ef4a4ca2918b069de286b2752021-05-11T08:29:09ZengNature Publishing GroupNature Communications2041-17232020-02-0111111010.1038/s41467-020-14755-6Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groupsKevin Neumann0Jakob Farnung1Simon Baldauf2Jeffrey W. Bode3Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH ZürichLaboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH ZürichLaboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH ZürichLaboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH ZürichAspartimide formation is a frequently occurring problem during peptide synthesis. Here, the authors present cyanosulfurylides as a protection group that masks aspartic acid residues during solid phase peptide synthesis, thus preventing aspartimide formation, and can be removed with N-chlorosuccinimide.https://doi.org/10.1038/s41467-020-14755-6
collection DOAJ
language English
format Article
sources DOAJ
author Kevin Neumann
Jakob Farnung
Simon Baldauf
Jeffrey W. Bode
spellingShingle Kevin Neumann
Jakob Farnung
Simon Baldauf
Jeffrey W. Bode
Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
Nature Communications
author_facet Kevin Neumann
Jakob Farnung
Simon Baldauf
Jeffrey W. Bode
author_sort Kevin Neumann
title Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
title_short Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
title_full Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
title_fullStr Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
title_full_unstemmed Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
title_sort prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups
publisher Nature Publishing Group
series Nature Communications
issn 2041-1723
publishDate 2020-02-01
description Aspartimide formation is a frequently occurring problem during peptide synthesis. Here, the authors present cyanosulfurylides as a protection group that masks aspartic acid residues during solid phase peptide synthesis, thus preventing aspartimide formation, and can be removed with N-chlorosuccinimide.
url https://doi.org/10.1038/s41467-020-14755-6
work_keys_str_mv AT kevinneumann preventionofaspartimideformationduringpeptidesynthesisusingcyanosulfurylidesascarboxylicacidprotectinggroups
AT jakobfarnung preventionofaspartimideformationduringpeptidesynthesisusingcyanosulfurylidesascarboxylicacidprotectinggroups
AT simonbaldauf preventionofaspartimideformationduringpeptidesynthesisusingcyanosulfurylidesascarboxylicacidprotectinggroups
AT jeffreywbode preventionofaspartimideformationduringpeptidesynthesisusingcyanosulfurylidesascarboxylicacidprotectinggroups
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