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Candida parapsilosis: A versatile biocatalyst for organic oxidation-reduction reactions
Published in Academic Press Inc.
2016
PMID: 27544073
Volume: 68
   
Pages: 187 - 213
Abstract
This review highlights the importance of the biocatalyst, Candida parapsilosis for oxidation and reduction reactions of organic compounds and establishes its versatility to generate a variety of chiral synthons. Appropriately designed reactions using C. parapsilosis effect efficient catalysis of organic transformations such as deracemization, enantioselective reduction of prochiral ketones, imines, and kinetic resolution of racemic alcohols via selective oxidation. This review includes the details of these biotransformations, catalyzed by whole cells (wild type and recombinant strains), purified enzymes (oxidoreductases) and immobilized whole cells of C. parapsilosis. The review presents a bioorganic perspective as it discusses the chemo, regio and stereoselectivity of the biocatalyst along with the structure of the substrates and optical purity of the products. Fermentation scale biocatalysis using whole cells of C. parapsilosis for several biotransformations to synthesize important chiral synthons/industrial chemicals is included. A comparison of C. parapsilosis with other whole cell biocatalysts for biocatalytic deracemization and asymmetric reduction of carbonyl and imine groups in the synthesis of a variety of enantiopure products is presented which will provide a basis for the choice of a biocatalyst for a desired organic transformation. Thus, a wholesome perspective on the present status of C. parapsilosis mediated organic transformations and design of new reactions which can be considered for large scale operations is provided. Taken together, C. parapsilosis can now be considered a ‘reagent’ for the organic transformations discussed here. © 2016 Elsevier Inc.
About the journal
JournalBioorganic Chemistry
PublisherAcademic Press Inc.
ISSN00452068
Open AccessNo
Concepts (56)
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    Alcohol derivative
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    Aliphatic amine
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    ALIPHATIC HYDROXY ESTER DERIVATIVE
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    ALIPHATIC KETONE
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    ALLYLIC ALCOHOL
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    AROMATIC ALPHA KETOESTER DERIVATIVE
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    AROMATIC ALPHA OXOALDEHYDE DERIVATIVE
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    Aromatic amine
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    AROMATIC KETONE
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    ARYL ALPHA HYDROXY ESTER DERIVATIVE
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    ARYL IMINE DERIVATIVE
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    ARYL KETO AMIDE DERIVATIVE
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    ARYLETHANOL DERIVATIVE
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    BETA YDROXY ESTER DERIVATIVE
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    Carbonyl derivative
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    CARBONYL REDUCTASE
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    GLYCERYL TRINITRATE
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    GLYCOL
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    Imine
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    INDUSTRIAL CHEMICAL
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    Ketone derivative
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    Organic compound
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    Oxidoreductase
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    Unclassified drug
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    Alcohol dehydrogenase
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    Asymmetric catalysis
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    Biocatalyst
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    BIOMASS FERMENTATION
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    Biotransformation
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    CANDIDA PARAPSILOSIS
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    Catalysis
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    Enantioselectivity
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    Genetic engineering
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    Nonhuman
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    Oxidation reduction reaction
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    Priority journal
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    RACEMIZATION
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    Reaction analysis
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    REDUCTION KINETICS
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    Review
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    Scale up
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    Stereochemistry
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    Structure analysis
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    Whole cell
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    Biocatalysis
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    Candida
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    Chemical structure
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    Chemistry
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    Cytology
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    Enzymology
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    Metabolism
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    Alcohol oxidoreductases
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    Molecular structure
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    Organic chemicals
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    Oxidation-reduction
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    Oxidoreductases