Synthesis and late stage modifications of Cyl derivatives

A peptide Claisen rearrangement is used as key step to generate a tetrapeptide with a C-terminal double unsaturated side chain. Activation and cyclization give direct access to cyclopeptides related to naturally occurring histone deacetylase (HDAC) inhibitors Cyl-1 and Cyl-2. Late stage modification...

Descripción completa

Detalles Bibliográficos
Autores principales: Servatius, Phil, Kazmaier, Uli
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822456/
https://www.ncbi.nlm.nih.gov/pubmed/35186154
http://dx.doi.org/10.3762/bjoc.18.19
_version_ 1784646610943213568
author Servatius, Phil
Kazmaier, Uli
author_facet Servatius, Phil
Kazmaier, Uli
author_sort Servatius, Phil
collection PubMed
description A peptide Claisen rearrangement is used as key step to generate a tetrapeptide with a C-terminal double unsaturated side chain. Activation and cyclization give direct access to cyclopeptides related to naturally occurring histone deacetylase (HDAC) inhibitors Cyl-1 and Cyl-2. Late stage modifications on the unsaturated amino acid side chain allow the introduction of functionalities which might coordinate to metal ions in the active center of metalloproteins, such as histone deacetylases.
format Online
Article
Text
id pubmed-8822456
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-88224562022-02-17 Synthesis and late stage modifications of Cyl derivatives Servatius, Phil Kazmaier, Uli Beilstein J Org Chem Full Research Paper A peptide Claisen rearrangement is used as key step to generate a tetrapeptide with a C-terminal double unsaturated side chain. Activation and cyclization give direct access to cyclopeptides related to naturally occurring histone deacetylase (HDAC) inhibitors Cyl-1 and Cyl-2. Late stage modifications on the unsaturated amino acid side chain allow the introduction of functionalities which might coordinate to metal ions in the active center of metalloproteins, such as histone deacetylases. Beilstein-Institut 2022-02-04 /pmc/articles/PMC8822456/ /pubmed/35186154 http://dx.doi.org/10.3762/bjoc.18.19 Text en Copyright © 2022, Servatius and Kazmaier https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Servatius, Phil
Kazmaier, Uli
Synthesis and late stage modifications of Cyl derivatives
title Synthesis and late stage modifications of Cyl derivatives
title_full Synthesis and late stage modifications of Cyl derivatives
title_fullStr Synthesis and late stage modifications of Cyl derivatives
title_full_unstemmed Synthesis and late stage modifications of Cyl derivatives
title_short Synthesis and late stage modifications of Cyl derivatives
title_sort synthesis and late stage modifications of cyl derivatives
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822456/
https://www.ncbi.nlm.nih.gov/pubmed/35186154
http://dx.doi.org/10.3762/bjoc.18.19
work_keys_str_mv AT servatiusphil synthesisandlatestagemodificationsofcylderivatives
AT kazmaieruli synthesisandlatestagemodificationsofcylderivatives

Ejemplares similares