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Transcript
9th June, Breakout Discussion: New Reaction Chemistries
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New Biocatalytic Reactions
New Approaches to Biocatalyst Design
Bio-/Chemo- Catalysis (Bio: enzyme|Chemo: metal – TM or non-precious; organo/etc/novel
cofactor)
1. New Reactions:
Considerations:
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Orthogonality
Cost, etc
Safety
BOC/CBZ/Carbamate Cleavage
 Redesign protecting groups – enzyme cleavable (penicillin acylase)
 Aqueous versus organic (recycle)
Addition to imines (oxidation)
 Alternative to Coenzyme A
 C-C bond formation
2
sp -sp2 coupling reactions?
Unfunctionalised systems.
Halogenation (e.g. F)
 e.g. Lichen – CFC’s
 Radicals
Reductions (e.g. amides)
 CAR
 RCN RNH2
 RCO2H RCHO
 RNO2 RNH2
2. Biocatalyst Design
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Directed Evolution/Protein Engineering
Design for flow applications  process
Promiscuous activities
Synthetic enzymes
 e.g. coupling reactions using metals (e.g. Heck/Suzuki)
(Re)Engineering cofactors - NAD(P)H/FAD/etc
CF3 methylation
 CF3./radical SAM’s/CF3CO2H CF3./Hybrid/chimeric enzymes
Modular/Non-covalent
viii.
ix.
Redox chemistry/Bio-electro chemistry
Organic solvents
3. Bio/Chemo-catalysis
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Metal/bio – microorganisms
Nano-particles
 e.g. Fe/Cu/Ni/Co/Ti/Au/Ag/Zn
 Cu: C-C bond formation/redox
 Au: C-C bond formation
 Toxicity? Pb/Hg/Sn/Mo/Se
Need ligands
Amide synthesis/redox/C-C
Systems biology/hosts/surface enzymes
Ebdogenous H-sources
Non-metal
Non-metal/BioCompatibility
OrganocatalysisNon-natural amino acids (application to biocatalysis)
Photo-redox catalysis
Non-protein based catalysts
RNA
DNA
Carbohydrates
Peptides/poly-leucine
Catalytic antibodies
Minerals/borates silicas