ArticleJournal of inorganic biochemistry2014
A facile and versatile methodology for cysteine specific labeling of proteins with octahedral polypyridyl d⁶ metal complexes.
Article in Journal of inorganic biochemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Ruthenium Complexes in Protein Science: Heading a New Generation of Therapeutic and Analytical Tools.Angewandte Chemie (International ed. in English) · 2026Review
- The Impact of Inorganic Systems and Photoactive Metal Compounds on Cytochrome P450 Enzymes and Metabolism: From Induction to Inhibition.Biomolecules · 2024Review
- Cofactor Dynamics Couples the Protein Surface to the Heme in CytochromeThe journal of physical chemistry. B · 2022Article
- Chiral Photocatalyst Structures in Asymmetric Photochemical Synthesis.Chemical reviews · 2022Review
- A photoactive semisynthetic metalloenzyme exhibits complete selectivity for COChemical communications (Cambridge, England) · 2018Article
- Keeping the spotlight on cytochrome P450.Biochimica et biophysica acta. Proteins and proteomics · 2018Review
- Correlating the para-Substituent Effects on Ru(II)-Polypyridine Photophysical Properties and on the Corresponding Hybrid P450 BM3 Enzymes Photocatalytic Activity.Inorganic chemistry · 2017Article
- Ru(II)-diimine functionalized metalloproteins: From electron transfer studies to light-driven biocatalysis.Biochimica et biophysica acta · 2016Review
- Promoting P450 BM3 heme domain dimerization with a tris(5-iodoacetamido-1,10-phenanthroline)Ru(II) complex.Biotechnology and applied biochemistryArticle
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8 authors.
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Abstract
We have synthesized and characterized four octahedral polypyridyl d(6) metal complexes bearing the 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline ligand (L1) as cysteine specific labeling reagents. The proposed synthetic pathways allow the preparation of the metal complexes containing Re(I), Ru(II), Os(II) and Ir(III) while preserving the epoxide functionality. The complexes were characterized by (1)H and (13)C NMR, mass spectrometry, UV-visible and luminescence spectroscopies as well as cyclic voltammetry. As proof of concept, a set of non-native single cysteine P450 BM3 heme domain mutants previously developed in our laboratory was used to study the labeling reaction. We demonstrate that the proposed labels can selectively react, often in high yield, with cysteine residues of the protein via the nucleophilic thiol ring opening of the epoxide moiety. In addition, under basic conditions, subsequent loss of a water molecule led to the aromatization of the phenanthroline ring on the protein-bound label compounds, as observed by mass spectrometry and luminescence measurements.
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