Isoindoline-Based Nitroxides as Bioresistant Spin Labels for Protein Labeling via Cysteines and Alkyne Bearing Noncanonical Amino Acids

Lade...
Vorschaubild
Datum
2020
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
eISSN
item.preview.dc.identifier.isbn
Bibliografische Daten
Verlag
Schriftenreihe
URI (zitierfähiger Link)
DOI (zitierfähiger Link)
ArXiv-ID
Internationale Patentnummer
Link zur Lizenz
EU-Projektnummer
772027
Projekt
Open Access-Veröffentlichung
Sammlungen
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
ChemBioChem ; 21 (2020), 7. - S. 958-962. - Wiley. - ISSN 1439-4227. - eISSN 1439-7633
Zusammenfassung
Electron paramagnetic resonance (EPR) spectroscopy in combination with site-directed spin labeling (SDSL) is a powerful tool in protein structural research. Nitroxides are highly suitable spin labeling reagents, but suffer from limited stability in particular in cellular environment. Here, we present the synthesis of a maleimid- and an azide-modified tetraethyl-shielded isoindoline-based nitroxide (M- and Az-TEIO) for labeling of cysteines or the noncanonical amino acid para -ethynyl-l-phenylalanine ( p ENF). We demonstrate high stability of TEIO  site-specifically attached to the protein thioredoxin (TRX) towards reduction in prokaryotic and eukaryotic environments, and conduct double electron-electron resonance (DEER) measurements. We further generate a rotamer library for the new residue p ENF-Az-TEIO that affords a distance distribution that is in agreement with the measured distribution.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
bioresistancy, EPR spectroscopy, macromolecular dynamics, protein conformation analysis, site-directed spin labeling
Konferenz
Rezension
undefined / . - undefined, undefined. - (undefined; undefined)
Zitieren
ISO 690BRAUN, Theresa S., Pia WIDDER, Uwe OSSWALD, Lina GROSS, Lara WILLIAMS, Moritz J. SCHMIDT, Irina HELMLE, Daniel SUMMERER, Malte DRESCHER, 2020. Isoindoline-Based Nitroxides as Bioresistant Spin Labels for Protein Labeling via Cysteines and Alkyne Bearing Noncanonical Amino Acids. In: ChemBioChem. Wiley. 21(7), pp. 958-962. ISSN 1439-4227. eISSN 1439-7633. Available under: doi: 10.1002/cbic.201900537
BibTex
@article{Braun2020-04Isoin-47475,
  year={2020},
  doi={10.1002/cbic.201900537},
  title={Isoindoline-Based Nitroxides as Bioresistant Spin Labels for Protein Labeling via Cysteines and Alkyne Bearing Noncanonical Amino Acids},
  number={7},
  volume={21},
  issn={1439-4227},
  journal={ChemBioChem},
  pages={958--962},
  author={Braun, Theresa S. and Widder, Pia and Osswald, Uwe and Groß, Lina and Williams, Lara and Schmidt, Moritz J. and Helmle, Irina and Summerer, Daniel and Drescher, Malte}
}
RDF
<rdf:RDF
    xmlns:dcterms="http://purl.org/dc/terms/"
    xmlns:dc="http://purl.org/dc/elements/1.1/"
    xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
    xmlns:bibo="http://purl.org/ontology/bibo/"
    xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
    xmlns:foaf="http://xmlns.com/foaf/0.1/"
    xmlns:void="http://rdfs.org/ns/void#"
    xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > 
  <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/47475">
    <dc:creator>Schmidt, Moritz J.</dc:creator>
    <dc:contributor>Williams, Lara</dc:contributor>
    <dcterms:issued>2020-04</dcterms:issued>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2019-11-13T10:00:26Z</dcterms:available>
    <dc:creator>Summerer, Daniel</dc:creator>
    <dc:creator>Williams, Lara</dc:creator>
    <dc:contributor>Braun, Theresa S.</dc:contributor>
    <dc:contributor>Summerer, Daniel</dc:contributor>
    <dc:creator>Widder, Pia</dc:creator>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:creator>Braun, Theresa S.</dc:creator>
    <dc:language>eng</dc:language>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dc:creator>Helmle, Irina</dc:creator>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/47475/1/Braun_2-1cspjvat5sbol6.pdf"/>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/47475/1/Braun_2-1cspjvat5sbol6.pdf"/>
    <dc:creator>Groß, Lina</dc:creator>
    <dc:contributor>Widder, Pia</dc:contributor>
    <dc:creator>Osswald, Uwe</dc:creator>
    <dc:contributor>Drescher, Malte</dc:contributor>
    <dc:creator>Drescher, Malte</dc:creator>
    <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/47475"/>
    <dcterms:title>Isoindoline-Based Nitroxides as Bioresistant Spin Labels for Protein Labeling via Cysteines and Alkyne Bearing Noncanonical Amino Acids</dcterms:title>
    <dc:rights>Attribution 4.0 International</dc:rights>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by/4.0/"/>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2019-11-13T10:00:26Z</dc:date>
    <dcterms:abstract xml:lang="eng">Electron paramagnetic resonance (EPR) spectroscopy in combination with site-directed spin labeling (SDSL) is a powerful tool in protein structural research. Nitroxides are highly suitable spin labeling reagents, but suffer from limited stability in particular in cellular environment. Here, we present the synthesis of a maleimid- and an azide-modified tetraethyl-shielded isoindoline-based nitroxide (M- and Az-TEIO) for labeling of cysteines or the noncanonical amino acid para -ethynyl-l-phenylalanine ( p ENF). We demonstrate high stability of TEIO  site-specifically attached to the protein thioredoxin (TRX) towards reduction in prokaryotic and eukaryotic environments, and conduct double electron-electron resonance (DEER) measurements. We further generate a rotamer library for the new residue p ENF-Az-TEIO that affords a distance distribution that is in agreement with the measured distribution.</dcterms:abstract>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:contributor>Osswald, Uwe</dc:contributor>
    <dc:contributor>Groß, Lina</dc:contributor>
    <dc:contributor>Schmidt, Moritz J.</dc:contributor>
    <dc:contributor>Helmle, Irina</dc:contributor>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
Begutachtet
Ja