9 publications

9 publications

A General Method for Artificial Metalloenzyme Formationthrough Strain-Promoted Azide–Alkyne Cycloaddition

Lewis, J. C.

ChemBioChem, 2014, 10.1002/cbic.201300661

Strain‐promoted azide–alkyne cycloaddition (SPAAC) can be used to generate artificial metalloenzymes (ArMs) from scaffold proteins containing a p‐azido‐L‐phenylalanine (Az) residue and catalytically active bicyclononyne‐substituted metal complexes. The high efficiency of this reaction allows rapid ArM formation when using Az residues within the scaffold protein in the presence of cysteine residues or various reactive components of cellular lysate. In general, cofactor‐based ArM formation allows the use of any desired metal complex to build unique inorganic protein materials. SPAAC covalent linkage further decouples the native function of the scaffold from the installation process because it is not affected by native amino acid residues; as long as an Az residue can be incorporated, an ArM can be generated. We have demonstrated the scope of this method with respect to both the scaffold and cofactor components and established that the dirhodium ArMs generated can catalyze the decomposition of diazo compounds and both SiH and olefin insertion reactions involving these carbene precursors.


Metal: Rh
Ligand type: Poly-carboxylic acid
Host protein: tHisF
Anchoring strategy: Covalent
Optimization: ---
Reaction: Cyclopropanation
Max TON: 81
ee: ---
PDB: 1THF
Notes: ---

Metal: Rh
Ligand type: Poly-carboxylic acid
Host protein: tHisF
Anchoring strategy: Covalent
Optimization: ---
Reaction: Si-H Insertion
Max TON: 7
ee: ---
PDB: 1THF
Notes: ---

Artificial Metalloenzymes for Enantioselective Catalysis: Recent Advances

Review

Ward, T. R.

ChemBioChem, 2006, 10.1002/cbic.200600264


Notes: ---

Artificial Metalloenzymes Through Cysteine-Selective Conjugation of Phosphines to Photoactive Yellow Protein

Kamer, P. C. J.

ChemBioChem, 2010, 10.1002/cbic.201000159


Metal: Pd
Ligand type: Allyl; Phosphine
Anchoring strategy: Covalent
Optimization: Chemical & genetic
Reaction: Allylic amination
Max TON: 45
ee: ---
PDB: 2PHY
Notes: ---

Artificial Metalloenzymes with the Neocarzinostatin Scaffold: Toward a Biocatalyst for the Diels–Alder Reaction

Mahy, J.-P.; Ricoux, R.

ChemBioChem, 2016, 10.1002/cbic.201500445


Metal: Cu
Ligand type: Phenanthroline
Anchoring strategy: Supramolecular
Optimization: ---
Max TON: 33
ee: ---
PDB: ---
Notes: Up to endo/exo ratio 62:38

Incorporation of Manganese Complexes into Xylanase: New Artificial Metalloenzymes for Enantioselective Epoxidation

Mahy, J.-P.; Ricoux, R.

ChemBioChem, 2012, 10.1002/cbic.201100659


Metal: Mn
Ligand type: Porphyrin
Host protein: Xylanase A (XynA)
Anchoring strategy: Supramolecular
Optimization: ---
Reaction: Epoxidation
Max TON: 21
ee: 80
PDB: ---
Notes: ---

Orthogonal Expression of an Artificial Metalloenzyme for Abiotic Catalysis

Brustad, E. M.

ChemBioChem, 2017, 10.1002/cbic.201700397


Metal: Ir
Ligand type: Methyl; Porphyrin
Host protein: Cytochrome BM3h
Anchoring strategy: Reconstitution
Optimization: Chemical & genetic
Reaction: Cyclopropanation
Max TON: 339
ee: 97
PDB: ---
Notes: Reaction of styrene with ethyl diazoacetate, cis:trans = 29:71

Polymer Enzyme Conjugates as Chiral Ligands for Sharpless Dihydroxylation of Alkenes in Organic Solvents

Tiller, J. C.

ChemBioChem, 2015, 10.1002/cbic.201402339


Metal: Os
Ligand type: Amino acid
Host protein: Laccase
Anchoring strategy: Metal substitution
Optimization: Chemical
Reaction: Dihydroxylation
Max TON: 80
ee: 98
PDB: ---
Notes: ---

The Protein Environment Drives Selectivity for Sulfide Oxidation by an Artificial Metalloenzyme

Cavazza, C.; Ménage, S.

ChemBioChem, 2009, 10.1002/cbic.200800595


Metal: Mn
Ligand type: Salen
Anchoring strategy: Supramolecular
Optimization: Chemical
Reaction: Sulfoxidation
Max TON: 97
ee: ---
PDB: ---
Notes: ---

Transforming Carbonic Anhydrase into Epoxide Synthase by Metal Exchange

Soumillion, P.

ChemBioChem, 2006, 10.1002/cbic.200600127


Metal: Mn
Ligand type: Amino acid
Anchoring strategy: Metal substitution
Optimization: Chemical & genetic
Reaction: Epoxidation
Max TON: 4.1
ee: 52
PDB: ---
Notes: ---

Metal: Mn
Ligand type: Amino acid
Anchoring strategy: Metal substitution
Optimization: Chemical & genetic
Reaction: Epoxidation
Max TON: 10.3
ee: 40
PDB: ---
Notes: ---