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Artificial Diels–Alderase based on the transmembrane protein FhuA

Copper(I) and copper(II) complexes were covalently linked to an engineered variant of the transmembrane protein Ferric hydroxamate uptake protein component A (FhuA ΔCVF(tev)). Copper(I) was incorporated using an N-heterocyclic carbene (NHC) ligand equipped with a maleimide group on the side arm at t...

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Autores principales: Osseili, Hassan, Sauer, Daniel F, Beckerle, Klaus, Arlt, Marcus, Himiyama, Tomoki, Polen, Tino, Onoda, Akira, Schwaneberg, Ulrich, Hayashi, Takashi, Okuda, Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979952/
https://www.ncbi.nlm.nih.gov/pubmed/27559380
http://dx.doi.org/10.3762/bjoc.12.124
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author Osseili, Hassan
Sauer, Daniel F
Beckerle, Klaus
Arlt, Marcus
Himiyama, Tomoki
Polen, Tino
Onoda, Akira
Schwaneberg, Ulrich
Hayashi, Takashi
Okuda, Jun
author_facet Osseili, Hassan
Sauer, Daniel F
Beckerle, Klaus
Arlt, Marcus
Himiyama, Tomoki
Polen, Tino
Onoda, Akira
Schwaneberg, Ulrich
Hayashi, Takashi
Okuda, Jun
author_sort Osseili, Hassan
collection PubMed
description Copper(I) and copper(II) complexes were covalently linked to an engineered variant of the transmembrane protein Ferric hydroxamate uptake protein component A (FhuA ΔCVF(tev)). Copper(I) was incorporated using an N-heterocyclic carbene (NHC) ligand equipped with a maleimide group on the side arm at the imidazole nitrogen. Copper(II) was attached by coordination to a terpyridyl ligand. The spacer length was varied in the back of the ligand framework. These biohybrid catalysts were shown to be active in the Diels–Alder reaction of a chalcone derivative with cyclopentadiene to preferentially give the endo product.
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spelling pubmed-49799522016-08-24 Artificial Diels–Alderase based on the transmembrane protein FhuA Osseili, Hassan Sauer, Daniel F Beckerle, Klaus Arlt, Marcus Himiyama, Tomoki Polen, Tino Onoda, Akira Schwaneberg, Ulrich Hayashi, Takashi Okuda, Jun Beilstein J Org Chem Full Research Paper Copper(I) and copper(II) complexes were covalently linked to an engineered variant of the transmembrane protein Ferric hydroxamate uptake protein component A (FhuA ΔCVF(tev)). Copper(I) was incorporated using an N-heterocyclic carbene (NHC) ligand equipped with a maleimide group on the side arm at the imidazole nitrogen. Copper(II) was attached by coordination to a terpyridyl ligand. The spacer length was varied in the back of the ligand framework. These biohybrid catalysts were shown to be active in the Diels–Alder reaction of a chalcone derivative with cyclopentadiene to preferentially give the endo product. Beilstein-Institut 2016-06-24 /pmc/articles/PMC4979952/ /pubmed/27559380 http://dx.doi.org/10.3762/bjoc.12.124 Text en Copyright © 2016, Osseili et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Osseili, Hassan
Sauer, Daniel F
Beckerle, Klaus
Arlt, Marcus
Himiyama, Tomoki
Polen, Tino
Onoda, Akira
Schwaneberg, Ulrich
Hayashi, Takashi
Okuda, Jun
Artificial Diels–Alderase based on the transmembrane protein FhuA
title Artificial Diels–Alderase based on the transmembrane protein FhuA
title_full Artificial Diels–Alderase based on the transmembrane protein FhuA
title_fullStr Artificial Diels–Alderase based on the transmembrane protein FhuA
title_full_unstemmed Artificial Diels–Alderase based on the transmembrane protein FhuA
title_short Artificial Diels–Alderase based on the transmembrane protein FhuA
title_sort artificial diels–alderase based on the transmembrane protein fhua
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979952/
https://www.ncbi.nlm.nih.gov/pubmed/27559380
http://dx.doi.org/10.3762/bjoc.12.124
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