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Host protein

6-Phospho-gluconolactonase (6-PGLac) A2A adenosine receptor Adipocyte lipid binding protein (ALBP) Antibody Antibody 03-1 Antibody 12E11G Antibody 13G10 Antibody 13G10 / 14H7 Antibody 14H7 Antibody 1G8 Antibody 28F11 Antibody 38C2 Antibody 3A3 Antibody 7A3 Antibody7G12-A10-G1-A12 Antibody L-chain from Mab13-1 hybridoma cells Antibody SN37.4 Apo-[Fe]-hydrogenase from M. jannaschii Apo-ferritin Apo-HydA1 ([FeFe]-hydrogenase) from C. reinhardtii Apo-HydA enzymes from C. reinhardtii, M. elsdenii, C. pasteurianum Artificial construct Avidin (Av) Azurin Binding domain of Rabenosyn (Rab4) Bovine carbonic anhydrase (CA) Bovine carbonic anhydrase II (CA) Bovine serum albumin (BSA) Bovine β-lactoglobulin (βLG) Bromelain Burkavidin C45 (c-type cytochrome maquette) Carbonic anhydrase (CA) Carboxypeptidase A Catabolite activator protein (CAP) CeuE C-terminal domain of calmodulin Cutinase Cytochrome b562 Cytochrome BM3h Cytochrome c Cytochrome c552 Cytochrome cb562 Cytochrome c peroxidase Cytochrome P450 (CYP119) Domain of Hin recombinase Due Ferro 1 E. coli catabolite gene activator protein (CAP) [FeFe]-hydrogenase from C. pasteurianum (CpI) Ferredoxin (Fd) Ferritin FhuA FhuA ΔCVFtev Flavodoxin (Fld) Glyoxalase II (Human) (gp27-gp5)3 gp45 [(gp5βf)3]2 Heme oxygenase (HO) Hemoglobin Horse heart cytochrome c Horseradish peroxidase (HRP) Human carbonic anhydrase Human carbonic anhydrase II (hCAII) Human retinoid-X-receptor (hRXRa) Human serum albumin (HSA) HydA1 ([FeFe]-hydrogenase) from C. reinhardtii IgG 84A3 Laccase Lipase B from C. antarctica (CALB) Lipase from G. thermocatenulatus (GTL) LmrR Lysozyme Lysozyme (crystal) Mimochrome Fe(III)-S6G(D)-MC6 (De novo designed peptide) Mouse adenosine deaminase Myoglobin (Mb) Neocarzinostatin (variant 3.24) NikA Nitrobindin (Nb) Nitrobindin variant NB4 Nuclease from S. aureus Papain (PAP) Photoactive Yellow Protein (PYP) Photosystem I (PSI) Phytase Prolyl oligopeptidase (POP) Prolyl oligopeptidase (POP) from P. furiosus Rabbit serum albumin (RSA) Ribonuclease S RNase A Rubredoxin (Rd) Silk fibroin fibre Small heat shock protein from M. jannaschii ß-lactoglobulin Staphylococcal nuclease Steroid Carrier Protein 2L (SCP 2L) Sterol Carrier Protein (SCP) Streptavidin (monmeric) Streptavidin (Sav) Thermolysin Thermosome (THS) tHisF TM1459 cupin TRI peptide Trypsin Tryptophan gene repressor (trp) Xylanase A (XynA) Zn8:AB54 Zn8:AB54 (mutant C96T) α3D peptide α-chymotrypsin β-lactamase β-lactoglobulin (βLG)

Corresponding author

Akabori, S. Alberto, R. Albrecht, M. Anderson, J. L. R. Apfel, U.-P. Arnold, F. H. Artero, V. Bäckvall, J. E. Baker, D. Ball, Z. T. Banse, F. Berggren, G. Bian, H.-D. Birnbaum, E. R. Borovik, A. S. Bren, K. L. Bruns, N. Brustad, E. M. Cardona, F. Case, M. A. Cavazza, C. Chan, A. S. C. Coleman, J. E. Craik, C. S. Creus, M. Cuatrecasas, P. Darnall, D. W. DeGrado, W. F. Dervan, P. B. de Vries, J. Diéguez, M. Distefano, M. D. Don Tilley, T. Duhme-Klair, A. K. Ebright, R. H. Emerson, J. P. Eppinger, J. Fasan, R. Filice, M. Fontecave, M. Fontecilla-Camps, J. C. Fruk, L. Fujieda, N. Fussenegger, M. Gademann, K. Gaggero, N. Germanas, J. P. Ghattas, W. Ghirlanda, G. Golinelli-Pimpaneau, B. Goti, A. Gras, E. Gray, H. B. Green, A. P. Gross, Z. Gunasekeram, A. Happe, T. Harada, A. Hartwig, J. F. Hasegawa, J.-Y. Hayashi, T Hemschemeier, A. Herrick, R. S. Hilvert, D. Hirota, S. Huang, F.-P. Hureau, C. Hu, X. Hyster, T. K. Imanaka, T. Imperiali, B. Itoh, S. Janda, K. D. Jarvis, A. G. Jaussi, R. Jeschek, M. Kaiser, E. T. Kamer, P. C. J. Kazlauskas, R. J. Keinan, E. Khare, S. D. Kim, H. S. Kitagawa, S. Klein Gebbink, R. J. M. Kokubo, T. Korendovych, I. V. Kuhlman, B. Kurisu, G. Laan, W. Lee, S.-Y. Lehnert, N. Leow, T. C. Lerner, R. A. Lewis, J. C. Liang, H. Lindblad, P. Lin, Y.-W. Liu, J. Lombardi, A. Lubitz, W. Lu, Y. Maglio, O. Mahy, J.-P. Mangiatordi, G. F. Marchetti, M. Maréchal, J.-D. Marino, T. Marshall, N. M. Matile, S. Matsuo, T. McNaughton, B. R. Ménage, S. Messori, L. Mulfort, K. L. Nastri, F. Nicholas, K. M. Niemeyer, C. M. Nolte, R. J. M. Novič, M. Okamoto, Y. Okano, M. Okuda, J. Onoda, A. Oohora, K. Palomo, J. M. Pàmies, O. Panke, S. Pan, Y. Paradisi, F. Pecoraro, V. L. Pordea, A. Reetz, M. T. Reijerse, E. Renaud, J.-L. Ricoux, R. Rimoldi, I. Roelfes, G. Rovis, T. Sakurai, S. Salmain, M. Sasaki, T. Sauer, D. F. Schultz, P. G. Schwaneberg, U. Seelig, B. Shafaat, H. S. Shahgaldian, P. Sheldon, R. A. Shima, S. Sigman, D. S. Song, W. J. Soumillion, P. Strater, N. Sugiura, Y. Szostak, J. W. Tezcan, F. A. Thorimbert, S. Tiede, D. M. Tiller, J. C. Turner, N. J. Ueno, T. Utschig, L. M. van Koten, G. Wang, J. Ward, T. R. Watanabe, Y. Whitesides, G. M. Wilson, K. S. Woolfson, D. N. Yilmaz, F. Zhang, J.-L.

Journal

3 Biotech Acc. Chem. Res. ACS Catal. ACS Cent. Sci. ACS Sustainable Chem. Eng. Adv. Synth. Catal. Angew. Chem., Int. Ed. Appl. Biochem. Biotechnol. Appl. Organomet. Chem. Artificial Metalloenzymes and MetalloDNAzymes in Catalysis: From Design to Applications Beilstein J. Org. Chem. Biochemistry Biochim. Biophys. Acta, Bioenerg. Biochimie Bioconjug. Chem. Bioorg. Med. Chem. Bioorg. Med. Chem. Lett. Bioorganometallic Chemistry: Applications in Drug Discovery, Biocatalysis, and Imaging Biopolymers Biotechnol. Adv. Biotechnol. Bioeng. Can. J. Chem. Catal. Lett. Catal. Sci. Technol. Cat. Sci. Technol. ChemBioChem ChemCatChem clearChem. Commun. Chem. Rev. Chem. Sci. Chem. Soc. Rev. Chem. - Eur. J. Chem. - Asian J. Chem. Lett. ChemistryOpen ChemPlusChem Chimia Commun. Chem. Comprehensive Inorganic Chemistry II Comprehensive Supramolecular Chemistry II C. R. Chim. Coordination Chemistry in Protein Cages: Principles, Design, and Applications Coord. Chem. Rev. Croat. Chem. Acta Curr. Opin. Biotechnol. Curr. Opin. Chem. Biol. Curr. Opin. Struct. Biol. Dalton Trans. Effects of Nanoconfinement on Catalysis Energy Environ. Sci. Eur. J. Biochem. Eur. J. Inorg. Chem. FEBS Lett. Helv. Chim. Acta Inorg. Chim. Acta Inorg. Chem. Int. J. Mol. Sci. Isr. J. Chem. J. Biol. Chem. J. Biol. Inorg. Chem. J. Immunol. Methods J. Inorg. Biochem. J. Mol. Catal. A: Chem. J. Mol. Catal. B: Enzym. J. Organomet. Chem. J. Phys. Chem. Lett. J. Porphyr. Phthalocyanines J. Protein Chem. J. Am. Chem. Soc. J. Chem. Soc. J. Chem. Soc., Chem. Commun. Methods Enzymol. Mol. Divers. Molecular Encapsulation: Organic Reactions in Constrained Systems Nature Nat. Catal. Nat. Chem. Biol. Nat. Chem. Nat. Commun. Nat. Protoc. Nat. Rev. Chem. New J. Chem. Org. Biomol. Chem. Plos ONE Proc. Natl. Acad. Sci. U. S. A. Process Biochem. Prog. Inorg. Chem. Prot. Eng. Protein Engineering Handbook Protein Expression Purif. Pure Appl. Chem. RSC Adv. Science Small Synlett Tetrahedron Tetrahedron: Asymmetry Tetrahedron Lett. Chem. Rec. Top. Catal. Top. Organomet. Chem. Trends Biotechnol.

A Hydrogenase Model System Based on the Sequence of Cytochrome c: Photochemical Hydrogen Evolution in Aqueous Media

The diiron carbonyl cluster is held by a native CXXC motif, which includes Cys14 and Cys17, in the cytochrome c sequence. It is found that the diiron carbonyl complex works well as a catalyst for H2 evolution. It has a TON of ∼80 over 2 h at pH 4.7 in the presence of a Ru-photosensitizer and ascorbate as a sacrificial reagent in aqueous media.

Metal:

Fe

Ligand type:

Carbonyl

Host protein:

Cytochrome c

Anchoring strategy:

Dative

Optimization:

---

Reaction:

H2 evolution

Max TON:

82

ee:

---

PDB:

---

Notes:

Horse heart cytochrome C

An Artificial Metalloenzyme for Olefin Metathesis

A Grubbs–Hoveyda type olefin metathesis catalyst, equipped with an electrophilic bromoacetamide group, was used to modify a cysteine-containing variant of a small heat shock protein from Methanocaldococcus jannaschii. The resulting artificial metalloenzyme was found to be active under acidic conditions in a benchmark ring closing metathesis reaction.

Metal:

Ru

Ligand type:

Carbene

Anchoring strategy:

Covalent

Optimization:

---

Reaction:

Olefin metathesis

Max TON:

25

ee:

---

PDB:

---

Notes:

RCM

Aqueous Light Driven Hydrogen Production by a Ru–Ferredoxin–Co Biohybrid

Metal:

Co

Ligand type:

Oxime

Host protein:

Ferredoxin (Fd)

Anchoring strategy:

Dative

Optimization:

---

Reaction:

H2 evolution

Max TON:

210

ee:

---

PDB:

---

Notes:

Recalculated TON

A Rhodium Complex-Linked β-Barrel Protein as a Hybrid Biocatalyst for Phenylacetylene Polymerization

Our group recently prepared a hybrid catalyst containing a rhodium complex, Rh(Cp)(cod), with a maleimide moiety at the peripheral position of the Cp ligand. This compound was then inserted into a β-barrel protein scaffold of a mutant of aponitrobindin (Q96C) via a covalent linkage. The hybrid protein is found to act as a polymerization catalyst and preferentially yields trans-poly(phenylacetylene) (PPA), although the rhodium complex without the protein scaffold normally produces cis PPA.

Metal:

Rh

Ligand type:

COD; Cp*

Host protein:

Nitrobindin (Nb)

Anchoring strategy:

Cystein-maleimide

Optimization:

---

Max TON:

---

ee:

---

PDB:

---

Notes:

---

Artificial Metalloenzymes for Olefin Metathesis Based on the Biotin-(Strept)Avidin Technology

Metal:

Ru

Ligand type:

Carbene

Host protein:

Streptavidin (Sav)

Anchoring strategy:

Supramolecular

Optimization:

Chemical

Reaction:

Olefin metathesis

Max TON:

14

ee:

---

PDB:

---

Notes:

RCM

Metal:

Ru

Ligand type:

Carbene

Host protein:

Avidin (Av)

Anchoring strategy:

Supramolecular

Optimization:

Chemical

Reaction:

Olefin metathesis

Max TON:

19

ee:

---

PDB:

---

Notes:

RCM

Chemical Optimization of Artificial Metalloenzymes Based on the Biotin-Avidin Technology: (S)-Selective and Solvent-Tolerant Hydrogenation Catalysts via the Introduction of Chiral Amino Acid Spacers

Metal:

Rh

Ligand type:

Phosphine

Host protein:

Streptavidin (Sav)

Anchoring strategy:

Supramolecular

Optimization:

Chemical

Reaction:

Hydrogenation

Max TON:

---

ee:

---

PDB:

---

Notes:

---

Chemogenetic Protein Engineering: An Efficient Tool for the Optimization of Artificial Metalloenzymes

Review

Notes:

---

Creation of an Artificial Metalloprotein with a Hoveyda–Grubbs Catalyst Moiety through the Intrinsic Inhibition Mechanism of α-Chymotrypsin

Metal:

Ru

Ligand type:

Carbene

Host protein:

α-chymotrypsin

Anchoring strategy:

Covalent

Optimization:

---

Reaction:

Olefin metathesis

Max TON:

20

ee:

---

PDB:

---

Notes:

RCM

Definite Coordination Arrangement of Organometallic Palladium Complexes Accumulated on the Designed Interior Surface of Apo-Ferritin

Metal:

Pd

Ligand type:

Allyl

Host protein:

Ferritin

Anchoring strategy:

Dative

Optimization:

Genetic

Reaction:

Suzuki coupling

Max TON:

---

ee:

---

PDB:

---

Notes:

---

Directed Evolution of Hybrid Enzymes: Evolving Enantioselectivity of an Achiral Rh-Complex Anchored to a Protein

Metal:

Rh

Ligand type:

COD; Phosphine

Host protein:

Streptavidin (Sav)

Anchoring strategy:

Supramolecular

Optimization:

Genetic

Reaction:

Hydrogenation

Max TON:

4500

ee:

65

PDB:

---

Notes:

---

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

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 Sulfoxidation Mediated by Vanadium-Incorporated Phytase: A Hydrolase Acting as a Peroxidase

Metal:

V

Ligand type:

Undefined

Host protein:

Phytase

Anchoring strategy:

Undefined

Optimization:

---

Reaction:

Sulfoxidation

Max TON:

~194

ee:

66

PDB:

---

Notes:

---

Metal:

V

Ligand type:

Oxide

Host protein:

Phytase

Anchoring strategy:

Undefined

Optimization:

---

Reaction:

Sulfoxidation

Max TON:

550

ee:

66

PDB:

---

Notes:

---

Enantioselective Transfer Hydrogenation of Ketone Catalysed by Artificial Metalloenzymes Derived from Bovine β-Lactoglobulin

Metal:

Rh

Ligand type:

Cp*; Poly-pyridine

Host protein:

ß-lactoglobulin

Anchoring strategy:

Supramolecular

Optimization:

Chemical

Reaction:

Hydrogenation

Max TON:

34

ee:

26

PDB:

---

Notes:

---

From "Hemoabzymes" to "Hemozymes": Towards new Biocatalysts for Selective Oxidations

Review

Notes:

---

Immobilization of an Artificial Imine Reductase Within Silica Nanoparticles Improves its Performance

Metal:

Ir

Ligand type:

Amino-sulfonamide; Cp*

Host protein:

Streptavidin (Sav)

Anchoring strategy:

Supramolecular

Optimization:

Genetic

Max TON:

4554

ee:

89

PDB:

---

Notes:

Reaction in nanoparticles

Immobilization of Two Organometallic Complexes into a Single Cage to Construct Protein-Based Microcompartment

Metal:

Ir

Ligand type:

Amino acid; Cp*

Host protein:

Apo-ferritin

Anchoring strategy:

Dative

Optimization:

Chemical

Reaction:

Hydrogenation

Max TON:

~2

ee:

15

PDB:

5E2D

Notes:

Tandem reaction (Hydrogenation and Suzuki-Miyaura coupling) to form biphenylethanol from 4-iodoacetophenone and phenylboronic acid. TON and ee are given for the tandem reaction product.

Metal:

Pd

Ligand type:

Allyl; Amino acid

Host protein:

Apo-ferritin

Anchoring strategy:

Dative

Optimization:

Chemical

Max TON:

~1

ee:

15

PDB:

5E2D

Notes:

Tandem reaction (Hydrogenation and Suzuki-Miyaura coupling) to form biphenylethanol from 4-iodoacetophenone and phenylboronic acid.

Lipase Active Site Covalent Anchoring of Rh(NHC) Catalysts: Towards Chemoselective Artificial Metalloenzymes

Metal:

Rh

Ligand type:

Carbene

Host protein:

Cutinase

Anchoring strategy:

Covalent

Optimization:

---

Reaction:

Hydrogenation

Max TON:

20

ee:

rac.

PDB:

1CEX

Notes:

---

Metal:

Rh

Ligand type:

Carbene

Anchoring strategy:

Covalent

Optimization:

---

Reaction:

Hydrogenation

Max TON:

20

ee:

rac.

PDB:

1CEX

Notes:

---

Merging Homogeneous Catalysis with Biocatalysis; Papain as Hydrogenation Catalyst

Metal:

Rh

Ligand type:

Phosphine

Host protein:

Papain (PAP)

Anchoring strategy:

Covalent

Optimization:

---

Reaction:

Hydrogenation

Max TON:

400

ee:

<10

PDB:

---

Notes:

---

Merging the Best of Two Worlds: Artificial Metalloenzymes for Enantioselective Catalysis

Review

Notes:

---

Protein Scaffold of a Designed Metalloenzyme Enhances the Chemoselectivity in Sulfoxidation of Thioanisole

Metal:

Mn

Ligand type:

Salen

Host protein:

Myoglobin (Mb)

Anchoring strategy:

Supramolecular

Optimization:

Chemical & genetic

Reaction:

Sulfoxidation

Max TON:

5.2

ee:

60

PDB:

---

Notes:

Sperm whale myoglobin

Protein Secondary-Shell Interactions Enhance the Photoinduced Hydrogen Production of Cobalt Protoporphyrin IX

Metal:

Co

Ligand type:

Porphyrin

Host protein:

Myoglobin (Mb)

Anchoring strategy:

Metal substitution

Optimization:

Genetic

Reaction:

H2 evolution

Max TON:

518

ee:

---

PDB:

---

Notes:

---

Synthesis of a Heterogeneous Artificial Metallolipase with Chimeric Catalytic Activity

Metal:

Cu

Ligand type:

Phenanthroline

Anchoring strategy:

Covalent

Optimization:

Genetic

Max TON:

411

ee:

92

PDB:

---

Notes:

ArM is immobilized on Sepabeads. Endo/exo = 93.5%

Metal:

Cu

Ligand type:

Phenanthroline

Anchoring strategy:

Covalent

Optimization:

Genetic

Reaction:

Reduction

Max TON:

---

ee:

---

PDB:

---

Notes:

Cascade reaction: Ester hydrolysis (natural function of the host protein) followed by reduction (function of the designed ArM).