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De Novo Computational Design of Retro-Aldol Enzymes
Using new algorithms that rely on hashing techniques to construct active sites for multistep reactions, retro-aldolases that use four different catalytic motifs to catalyze the breaking of a carbon-carbon bond in a nonnatural substrate are designed. Expand
Biochemical characterization and structural analysis of a highly proficient cocaine esterase.
Kinetic studies on a series of cocE mutants both validate the proposed mechanism, and reveal the relative contributions of active site residues toward substrate recognition and catalysis. Expand
Proline‐Catalyzed Direct Asymmetric Aldol Reactions.
Proline-Catalyzed Direct Asymmetric Aldol Reactions
Most enzymatic transformations have a synthetic counterpart. Often though, the mechanisms by which natural and synthetic catalysts operate differ markedly. The catalytic asymmetric aldol reaction as… Expand
Aldolase Antibodies of Remarkable Scope
This paper describes the substrate specificity, synthetic scope, and efficiency of aldolase catalytic antibodies 38C2 and 33F12. These antibodies use the enamine mechanism common to the natural Class… Expand
Facile and stabile linkages through tyrosine: bioconjugation strategies with the tyrosine-click reaction.
- Hitoshi Ban, M. Nagano, J. Gavrilyuk, W. Hakamata, T. Inokuma, C. Barbas
- Chemistry, Medicine
- Bioconjugate chemistry
- 27 March 2013
The broad utility of this reaction in the chemoselective modification of small molecules, peptides, and proteins under mild aqueous conditions over a broad pH range using a wide variety of biologically acceptable buffers as well as others and mixed buffered compositions are supported. Expand
A search for peptide ligase: cosolvent-mediated conversion of proteases to esterases for irreversible synthesis of peptides
Serine and cysteine proteases (trypsin, chymotrypsin, papain, subtilisin) in the presence of certain concentrations of water-miscible organic solvents express no amidase activities. The esterase… Expand
Use of a Recombinant Bacterial Fructose-1,6-diphosphate Aldolase in Aldol Reactions: Preparative Syntheses of 1-Deoxynojirimycin, 1-Deoxymannojirimycin, 1,4-Dideoxy-1,4-imino-D-arabinitol, and…
Organocatalytic Asymmetric Assembly Reactions: Synthesis of Spirooxindoles via Organocascade Strategies
Spirooxindoles have become a privileged skeleton given their broad and promising activities in various therapeutic areas. The strategies and catalyst systems described here highlight recent advances… Expand
Enamine-based organocatalysis with proline and diamines: the development of direct catalytic asymmetric Aldol, Mannich, Michael, and Diels-alder reactions.
The contributions of this laboratory to converting enzymatic enamines, and in some cases imines, into a versatile catalytic asymmetric strategy powered by small organic molecules are summarized. Expand