6 publications
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An Enantioselective Artificial Suzukiase Based on the Biotin–Streptavidin Technology
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Chem. Sci. 2016, 7, 673-677, 10.1039/c5sc03116h
Introduction of a biotinylated monophosphine palladium complex within streptavidin affords an enantioselective artificial Suzukiase. Site-directed mutagenesis allowed the optimization of the activity and the enantioselectivity of this artificial metalloenzyme. A variety of atropisomeric biaryls were produced in good yields and up to 90% ee.
Metal: PdHost protein: Streptavidin (Sav)Anchoring strategy: SupramolecularOptimization: Chemical & geneticNotes: ---
Metal: PdHost protein: Streptavidin (Sav)Anchoring strategy: SupramolecularOptimization: Chemical & geneticNotes: ---
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A Palladium-Catalyst Stabilized in the Chiral Environment of a Monoclonal Antibody in Water
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Chem. Commun. 2020, 56, 1605-1607, 10.1039/c9cc08756g
We report the first preparation of a monoclonal antibody (mAb) that can immobilize a palladium (Pd)-complex. The allylic amination reaction using a supramolecular catalyst of the Pd-complex with mAb selectively gives the (R)-enantiomer product.
Notes: Recalculated TON
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Artificial Metalloenzymes Through Cysteine-Selective Conjugation of Phosphines to Photoactive Yellow Protein
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ChemBioChem 2010, 11, 1236-1239, 10.1002/cbic.201000159
Pinning phosphines on proteins: A method for the cysteine‐selective bioconjugation of phosphines has been developed. The photoactive yellow protein has been site‐selectively functionalized with phosphine ligands and phosphine transition metal complexes to afford artificial metalloenzymes that are active in palladium‐catalysed allylic nucleophilic substitution reactions.
Metal: PdHost protein: Photoactive Yellow Protein (PYP)Anchoring strategy: CovalentOptimization: Chemical & geneticNotes: ---
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Control of the Coordination Structure of Organometallic Palladium Complexes in an Apo-Ferritin Cage
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J. Am. Chem. Soc. 2008, 130, 10512-10514, 10.1021/ja802463a
We report the preparation of organometallic Pd(allyl) dinuclear complexes in protein cages of apo-Fr by reactions with [Pd(allyl)Cl]2 (allyl = η3-C3H5). One of the dinuclear complexes is converted to a trinuclear complex by replacing a Pd-coordinated His residue to an Ala residue. These results suggest that multinuclear metal complexes with various coordination structures could be prepared by the deletion or introduction of His, Cys, and Glu at appropriate positions on protein surface.
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Definite Coordination Arrangement of Organometallic Palladium Complexes Accumulated on the Designed Interior Surface of Apo-Ferritin
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Chem. Commun. 2011, 47, 170-172, 10.1039/C0CC02221G
Apo-ferritin (apo-Fr) mutants are used as scaffolds to accommodate palladium (allyl) complexes. Various coordination arrangements of the Pd complexes are achieved by adjusting the positions of cysteine and histidine residues on the interior surface of the apo-Fr cage.
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Immobilization of Two Organometallic Complexes into a Single Cage to Construct Protein-Based Microcompartment
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Chem. Commun. 2016, 52, 5463-5466, 10.1039/C6CC00679E
Natural protein-based microcompartments containing multiple enzymes promote cascade reactions within cells. We use the apo-ferritin protein cage to mimic such biocompartments by immobilizing two organometallic Ir and Pd complexes into the single protein cage. Precise locations of the metals and their accumulation mechanism were studied by X-ray crystallography.
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.
Notes: Tandem reaction (Hydrogenation and Suzuki-Miyaura coupling) to form biphenylethanol from 4-iodoacetophenone and phenylboronic acid.