Genetically Encoded Biotin Analogues: Incorporation and Application in Bacterial and Mammalian Cells.

Amino Acyl-tRNA Synthetases / genetics Archaeal Proteins / genetics Biotin / analogs & derivatives Biotinylation Escherichia coli / metabolism HEK293 Cells Humans Lysine / analogs & derivatives Methanosarcina barkeri / enzymology Mutation Protein Binding Protein Processing, Post-Translational Rec A Recombinases / chemistry Streptavidin / metabolism
amino acids biotin mutagenesis noncovalent interactions proteins

Journal

Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360

Informations de publication

Date de publication:
15 07 2019
Historique:
received: 07 01 2019
revised: 25 03 2019
pubmed: 23 3 2019
medline: 22 7 2020
entrez: 23 3 2019
Statut: ppublish

Résumé

The biotin-streptavidin interaction is among the strongest known in nature. Herein, the site-directed incorporation of biotin and 2-iminobiotin composed of noncanonical amino acids (ncAAs) into proteins is reported. 2-Iminobiotin lysine was employed for protein purification based on the pH-dependent dissociation constant to streptavidin. By using the high-affinity binding of biotin lysine, the bacterial protein RecA could be specifically isolated and its interaction partners analyzed. Furthermore, the biotinylation approach was successfully transferred to mammalian cells. Stringent control over the biotinylation site and the tunable affinity between ncAAs and streptavidin of the different biotin analogues make this approach an attractive tool for protein interaction studies, protein immobilization, and the generation of well-defined protein-drug conjugates.

Identifiants

DOI: 10.1002/cbic.201900015 PMID: 30900320
pubmed: 30900320
doi: 10.1002/cbic.201900015
doi:

Substances chimiques

Archaeal Proteins 0
Biotin 6SO6U10H04
Streptavidin 9013-20-1
Rec A Recombinases EC 2.7.7.-
Amino Acyl-tRNA Synthetases EC 6.1.1.-
biocytin G6D6147J22
2-iminobiotin HXH71NRQ5C
Lysine K3Z4F929H6

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1795-1798

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Adrian Hohl (A)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.
Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.
ORCID: 0000-0001-5167-9912

Yonatan G Mideksa (YG)

Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.
Institute for Advanced Study, Technical University of Munich, Lichtenbergstrasse 2a, 85748, Garching, Germany.

Ram Karan (R)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.

Anastassja Akal (A)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.
Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.

Malvina Vogler (M)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.

Michael Groll (M)

Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.

Magnus Rueping (M)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.

Kathrin Lang (K)

Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.
Institute for Advanced Study, Technical University of Munich, Lichtenbergstrasse 2a, 85748, Garching, Germany.

Matthias J Feige (MJ)

Center for Integrated Protein Science at the Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.
Institute for Advanced Study, Technical University of Munich, Lichtenbergstrasse 2a, 85748, Garching, Germany.

Jörg Eppinger (J)

Division of Physical Sciences and Engineering, KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal, 23955, Saudi Arabia.

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Classifications MeSH

questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Ligases › Carbon-oxygen ligases › Amino acyl-tRNA synthetases › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines d'archée › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Enzymes et coenzymes › Coenzymes › Biotine › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Métabolisme › Biotinylation › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Bactéries › Proteobacteria › Gammaproteobacteria › Enterobacteriaceae › Escherichia › Escherichia coli › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Cellules › Cellules épithéliales › Cellules HEK293 › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Acides aminés, peptides et protéines › Acides aminés › Acides aminés essentiels › Lysine › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Archéobactéries › Euryarchaeota › Methanosarcinales › Methanosarcinaceae › Methanosarcina › Methanosarcina barkeri › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Phénomènes génétiques › Variation génétique › Mutation › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Métabolisme › Liaison aux protéines › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Phénomènes génétiques › Régulation de l'expression des gènes › Modification traductionnelle des protéines › Maturation post-traductionnelle des protéines › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Transferases › Phosphotransferases › Nucleotidyltransferases › Rec A Recombinases › Genetically Encoded Biotin Analogues:...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines bactériennes › Streptavidine › Genetically Encoded Biotin Analogues:...