Ligating Catalytically Active Peptides onto Microporous Polymers: A General Route Toward Specifically-Functional High Surface Area Platforms.
click-like chemistry
framework post-synthetic modification
functional microporous polymers
inverse electron-demand Diels-Alder reaction (IEDDA)
organocatalysis
Journal
ChemSusChem
ISSN: 1864-564X
Titre abrégé: ChemSusChem
Pays: Germany
ID NLM: 101319536
Informations de publication
Date de publication:
12 Sep 2023
12 Sep 2023
Historique:
revised:
08
09
2023
received:
21
07
2023
pubmed:
12
9
2023
medline:
12
9
2023
entrez:
12
9
2023
Statut:
aheadofprint
Résumé
A versatile post-synthetic modification strategy to functionalize a high surface area microporous network (MPN-OH) by bio-orthogonal inverse electron-demand Diels-Alder (IEDDA) ligation is presented. While the polymer matrix is modified with a readily accessible norbornene isocyanate (Nor-NCO), a series of functional units presenting the robust asymmetric 1,2,4,5-tetrazine (Tz) allows easy functionalization of the MPN by chemoselective Nor/Tz ligation. A generic route is demonstrated, modulating the internal interfaces by introducing carboxylates, amides or amino acids as well as an oligopeptide d-Pro-Pro-Glu organocatalyst. The MPN-Pz-Peptide construct largely retains the catalytic activity and selectivity in an enantioselective enamine catalysis, demonstrates remarkable availability in different solvents, offers heterogeneous organocatalysis in bulk and shows stability in recycling settings.
Identifiants
pubmed: 37698038
doi: 10.1002/cssc.202301045
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202301045Subventions
Organisme : HU Berlin
Organisme : Einstein Center for Catalysis/Berlin International Graduate School for Natural Science and Engineering
Informations de copyright
© 2023 The Authors. ChemSusChem published by Wiley-VCH GmbH.
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