13 publications

13 publications

Addressable DNA–Myoglobin Photocatalysis

Niemeyer, C. M.

Chem. - Asian J., 2009, 10.1002/asia.200900082

A hybrid myoglobin, containing a single‐stranded DNA anchor and a redox‐active ruthenium moiety tethered to the heme center can be used as a photocatalyst. The catalyst can be selectively immobilized on a surface‐bound complementary DNA molecule and thus readily recycled from complex reaction mixtures. This principle may be applied to a range of heme‐dependent enzymes allowing the generation of novel light‐triggered photocatalysts. Photoactivatable myoglobin containing a DNA oligonucleotide as a structural anchor was designed by using the reconstitution of artificial heme moieties containing Ru3+ ions. This semisynthetic DNA–enzyme conjugate was successfully used for the oxidation of peroxidase substrates by using visible light instead of H2O2 for the activation. The DNA anchor was utilized for the immobilization of the enzyme on the surface of magnetic microbeads. Enzyme activity measurements not only indicated undisturbed biofunctionality of the tethered DNA but also enabled magnetic separation‐based enrichment and recycling of the photoactivatable biocatalyst.

Metal: Ru
Ligand type: Bipyridine
Host protein: Myoglobin (Mb)
Anchoring strategy: Supramolecular
Optimization: ---
Reaction: Photooxidation
Max TON: ---
ee: ---
PDB: ---
Notes: Horse heart myoglobin

Aqueous Oxidation of Alcohols Catalyzed by Artificial Metalloenzymes Based on the Biotin–Avidin Technology

Ward, T. R.

J. Organomet. Chem., 2005, 10.1016/j.jorganchem.2005.02.001

Metal: Ru
Ligand type: Amino-sulfonamide; Benzene
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Alcohol oxidation
Max TON: 200
ee: ---
PDB: ---
Notes: ---
Metal: Ru
Ligand type: Amino-sulfonamide; Benzene
Host protein: Avidin (Av)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Alcohol oxidation
Max TON: 230
ee: ---
PDB: ---
Notes: ---
Metal: Ru
Ligand type: Bipyridine; C6Me6
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Alcohol oxidation
Max TON: 173
ee: ---
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Amino-sulfonamide; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Alcohol oxidation
Max TON: 7.5
ee: ---
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Bipyridine; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Alcohol oxidation
Max TON: 30
ee: ---
PDB: ---
Notes: ---

Autoxidation of Ascorbic Acid Catalyzed by a Semisynthetic Enzyme

Kaiser, E. T.

Biopolymers, 1990, 10.1002/bip.360290107

Metal: Cu
Ligand type: Bipyridine
Host protein: Papain (PAP)
Anchoring strategy: Covalent
Optimization: ---
Reaction: Oxidation
Max TON: ---
ee: ---
PDB: ---
Notes: ---

Bimetallic Copper-Heme-Protein-DNA Hybrid Catalyst for Diels Alder Reaction

Fruk, L.; Niemeyer, C. M.

Croat. Chem. Acta, 2011, 10.5562/cca1828

Metal: Cu
Ligand type: Bipyridine
Host protein: Myoglobin (Mb)
Anchoring strategy: Supramolecular
Optimization: ---
Reaction: Diels-Alder reaction
Max TON: 7.1
ee: 18
PDB: ---
Notes: Horse heart myoglobin

Biosynthesis of a Site-Specific DNA Cleaving Protein

Schultz, P. G.

J. Am. Chem. Soc., 2008, 10.1021/ja804653f

Metal: Cu
Ligand type: Bipyridine
Host protein: Catabolite activator protein (CAP)
Anchoring strategy: ---
Optimization: Chemical & genetic
Reaction: Protein and nucleic acid oxidative cleavage
Max TON: ---
ee: ---
PDB: ---
Notes: Catabolite activator protein from E. coli
Metal: Fe
Ligand type: Bipyridine
Host protein: Catabolite activator protein (CAP)
Anchoring strategy: ---
Optimization: Chemical & genetic
Reaction: Protein and nucleic acid oxidative cleavage
Max TON: ---
ee: ---
PDB: ---
Notes: Catabolite activator protein from E. coli

Design of an Enantioselective Artificial Metallo-Hydratase Enzyme Containing an Unnatural Metal-Binding Amino Acid

Maréchal, J.-D.; Roelfes, G.

Chem. Sci., 2017, 10.1039/C7SC03477F

Metal: Cu
Ligand type: Bipyridine
Host protein: LmrR
Anchoring strategy: ---
Optimization: Genetic
Reaction: Hydration
Max TON: 9
ee: 64
PDB: ---
Notes: ---

Dual Modification of a Triple-Stranded β-Helix Nanotube with Ru and Re Metal Complexes to Promote Photocatalytic Reduction of CO2

Ueno, T.

Chem. Commun., 2011, 10.1039/C0CC03015E

Metal: Re
Ligand type: Bipyridine; CO
Host protein: [(gp5βf)3]2
Anchoring strategy: Cystein-maleimide
Optimization: ---
Reaction: CO2 reduction
Max TON: ---
ee: ---
PDB: ---
Notes: ---
Metal: Ru
Ligand type: Bipyridine
Host protein: [(gp5βf)3]2
Anchoring strategy: Lysine-succinimide
Optimization: Genetic
Reaction: CO2 reduction
Max TON: ---
ee: ---
PDB: ---
Notes: ---

Enantioselective Artificial Metalloenzymes by Creation of a Novel Active Site at the Protein Dimer Interface

Roelfes, G.

Angew. Chem., Int. Ed., 2012, 10.1002/anie.201202070

Metal: Cu
Ligand type: Bipyridine; Phenanthroline
Host protein: LmrR
Anchoring strategy: Covalent
Optimization: Genetic
Reaction: Diels-Alder reaction
Max TON: 32.7
ee: 97
PDB: 3F8B
Notes: ---

Expanding the Chemical Diversity in Artificial Imine Reductases Based on the Biotin–Streptavidin Technology

Ward, T. R.

ChemCatChem, 2014, 10.1002/cctc.201300825

Metal: Ir
Ligand type: Amino acid; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 188
ee: 43
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Amino carboxylic acid; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 4
ee: 21
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Cp*; Diamine
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 0
ee: ---
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 0
ee: ---
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Cp*; Pyrazine amide
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 26
ee: 16
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Bipyridine; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 0
ee: ---
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Amino-sulfonamide; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 12
ee: 13
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Cp*; Oxazoline
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 102
ee: 14
PDB: ---
Notes: ---
Metal: Ir
Ligand type: Amino acid; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 94
ee: 67
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Amino amide; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 10
ee: 7
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Amino carboxylic acid; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 8
ee: 1
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Cp*; Diamine
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 6
ee: 1
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 6
ee: 1
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Cp*; Pyrazine amide
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 6
ee: 1
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Bipyridine; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 4
ee: 6
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Amino-sulfonamide; Cp*
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 6
ee: 1
PDB: ---
Notes: ---
Metal: Rh
Ligand type: Cp*; Oxazoline
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: Transfer hydrogenation
Max TON: 8
ee: 0
PDB: ---
Notes: ---

Novel Artificial Metalloenzymes by In Vivo Incorporation of Metal-Binding Unnatural Amino Acids

Roelfes, G.

Chem. Sci., 2015, 10.1039/c4sc01525h

Metal: Cu
Ligand type: Bipyridine
Host protein: LmrR
Anchoring strategy: ---
Optimization: Genetic
Reaction: Fridel-Crafts reaction
Max TON: 10.4
ee: 83
PDB: 3F8B
Notes: ---

Photo-Driven Hydrogen Evolution by an Artificial Hydrogenase Utilizing the Biotin-Streptavidin Technology

Alberto, R.; Ward, T. R.

Helv. Chim. Acta, 2018, 10.1002/hlca.201800036

Metal: Co
Ligand type: Bipyridine; Pyridine
Host protein: Streptavidin (Sav)
Anchoring strategy: Supramolecular
Optimization: Chemical & genetic
Reaction: H2 evolution
Max TON: >1800
ee: ---
PDB: 6FRY
Notes: ---

Semi-Synthesis of an Artificial Scandium(III) Enzyme with a β-Helical Bio-Nanotube

Ueno, T.

Dalton Trans., 2012, 10.1039/C2DT31030A

Metal: Sc
Ligand type: Bipyridine
Host protein: [(gp5βf)3]2
Anchoring strategy: Cystein-maleimide
Optimization: Genetic
Reaction: Epoxide ring opening reaction
Max TON: ---
ee: ---
PDB: ---
Notes: ---

Semisynthesis of Bipyridyl-Alanine Cytochrome c Mutants: Novel Proteins with Enhanced Electron-Transfer Properties

Gray, H. B.; Imperiali, B.

J. Am. Chem. Soc., 1993, 10.1021/ja00071a068

Metal: Fe; Ru
Ligand type: Bipyridine; Porphyrin
Host protein: Horse heart cytochrome c
Anchoring strategy: Covalent
Optimization: ---
Reaction: Electron transfer
Max TON: ---
ee: ---
PDB: ---
Notes: No catalysis

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