One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups

One-pot oxime ligation under mild conditions using Pd(ii) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desi...

Descripción completa

Detalles Bibliográficos
Autores principales: Duflocq, Stéphane, Zhou, Jingjing, Huguenot, Florent, Vidal, Michel, Liu, Wang-Qing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9053634/
https://www.ncbi.nlm.nih.gov/pubmed/35515616
http://dx.doi.org/10.1039/d0ra03235b
_version_ 1784697023738413056
author Duflocq, Stéphane
Zhou, Jingjing
Huguenot, Florent
Vidal, Michel
Liu, Wang-Qing
author_facet Duflocq, Stéphane
Zhou, Jingjing
Huguenot, Florent
Vidal, Michel
Liu, Wang-Qing
author_sort Duflocq, Stéphane
collection PubMed
description One-pot oxime ligation under mild conditions using Pd(ii) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desired oxime through an additional transoximation step.
format Online
Article
Text
id pubmed-9053634
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90536342022-05-04 One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups Duflocq, Stéphane Zhou, Jingjing Huguenot, Florent Vidal, Michel Liu, Wang-Qing RSC Adv Chemistry One-pot oxime ligation under mild conditions using Pd(ii) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desired oxime through an additional transoximation step. The Royal Society of Chemistry 2020-05-06 /pmc/articles/PMC9053634/ /pubmed/35515616 http://dx.doi.org/10.1039/d0ra03235b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Duflocq, Stéphane
Zhou, Jingjing
Huguenot, Florent
Vidal, Michel
Liu, Wang-Qing
One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title_full One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title_fullStr One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title_full_unstemmed One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title_short One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
title_sort one-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9053634/
https://www.ncbi.nlm.nih.gov/pubmed/35515616
http://dx.doi.org/10.1039/d0ra03235b
work_keys_str_mv AT duflocqstephane onepotoximeligationfrompeptidesbearingthiazolidineandaminooxyacetylgroups
AT zhoujingjing onepotoximeligationfrompeptidesbearingthiazolidineandaminooxyacetylgroups
AT huguenotflorent onepotoximeligationfrompeptidesbearingthiazolidineandaminooxyacetylgroups
AT vidalmichel onepotoximeligationfrompeptidesbearingthiazolidineandaminooxyacetylgroups
AT liuwangqing onepotoximeligationfrompeptidesbearingthiazolidineandaminooxyacetylgroups

Ejemplares similares