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EsterasesFor Biocatalytic Resolution of Chiral Acids
Application:
• Stereoselective hydrolysis of esters
• Stereoselective esteri� cation of carboxylic acids
• Can be carried out in organic solvents or aqueous mixtures
• Mild conditions; tolerant of wide range of functionality
LipasesFor the Production of Enantiomerically Pure Amines and Alcohols
• Stereoselective acylation of amines
• Rapid access to both R and S stereoisomers
• Can be carried out in organic solvents or aqueous mixtures
Range of Enzyme TechnologyEnzyme Development• Enzyme screening kits
• Custom screening of enzymes
• Commercial enzymes
Enzyme Production• Large scale production of enzymes
• Custom fermentation and fermentation development
Process Development• Large-scale production of chiral compounds, custom synthesis
and technology transfer
Enzyme Classes
Alcohol DehydrogenaseApplication: A broad range of carbonyl compounds (including
aldehydes, aliphatic, aromatic, cyclic ketones, diketones, ketoacetals and ketoesters) can be asymmetrically reduced to their correspond-ing chiral alcohols with high enantioselectivity using these enzymes.
Aldehyde ReductaseApplication: NAD(P) dependent dehydrogenation of primary
alcohols to the corresponding aldehydes and inverse reaction to give primary alcohols.
Esterases/Lipases Application: Enantioselective hydrolysis, synthesis and transesteri-
� cation of esters of primary, secondary and tertiary alcohols. Enanti-
oselective synthesis/hydrolysis of amides.
TransaminasesApplication: Asymmetric reductive amination via amino transfer
mechanism, for the synthesis of chiral amines.
Ene ReductaseApplication: Stereoselective reduction of alkenes.
Aldehyde DehydrogenenaseApplication: Aldehyde dehydrogenases catalyse the oxidation of
aldehydes to their corresponding carboxylic acides with NAD+NADP+ as cofactor.
Enzymatic system for Cofactor Recycling
Example Reactions
Asymmetric reduction of ethyl 3-ketobutyrate to ethyl (R)-3-hydroxybu-tyrate. (S)-speci� c ADH for the reduction to the opposite enantiomer is also available.
Asymmetric reduction of 3,3,4,4,4-penta� uorobutanone to (R)-penta� uo-robutan-2-ol. (S)-speci� c ADH for the reduction to the opposite enantio-mer is also available.
Asymmetric reduction of 2-acetylpyridine to (R)-2-(1-hydroxyethyl)pyridine. (S)-speci� c ADH for the reduction to the opposite enantiomer is also available.
ADH
NAD(P)+
O
OO
BrO
OOH
Br
NAD(P)H
ADH
NAD(P)+
O
F
F
F
FF
OH
F
F
F
FF
NAD(P)H
ADH
NAD(P)+
N
OH
N
O
NAD(P)H
Alcohol Dehydrogenases (ADH)For Biocatalytic Ketone Reduction
Application: Stereoselective reduction of ketones to produce enantio-merically-pure alcohols
• Broad range of ketones reduce with high stereo-selectivity
• Both R and S alcohols can be produced
• Yields often near 100% of theoretical
• Mild conditions; few, if any, side product
Examples of structurally diverse ketones:
Products include:
• Tens of di� erent commercially available ketoreductases
• Enzymes sold in convenient screening set for rapid
identi� cation of the best biocatalyst for a desired reduction.
• All enzymes available on commercial scale
JOHNSON MATTHEY CATALYSIS AND CHIRAL TECHNOLOGIES is pleased to o� er a continually expanding, novel family of
biocatalysts which enhances the chiral capabilities of our chemo-catalyst technology o� ering. This combined portfolio of catalytic
technology allows us to design the most e� ective synthetic route for our clients.
You now have one reliable resource for your chemo- and biocatalysis needs.
O
2-heptanone Ethyl 4,4,4-trifl oro-3-ketobutyrate
Ethyl 3-keto-butanoate 3,3,4,4,4-pentafl uorobutanone
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