New yeast strains for enantioselective production of halohydrin precursor of (S)-Propranolol

Lagos, Fernando Martı́nez; Campo, Carlos; Llama, E. F.; Sinisterra, J. V.

doi:10.1016/s0141-0229(02)00023-6

Cited by 19 publications

(5 citation statements)

References 24 publications

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“…The PKS KRs were tested for their ability to catalyze the reduction of a number of commercially available ketones (Figure 3), which have been previously evaluated in biotransformation applications. For example, as the reduction of cyclohexanone has been used as a model system to identify reductases for more complex substrates,29 we chose to evaluate cyclohexanone and its derivatives (2 RS )‐allylcyclohexanone, 1,2‐cyclohexanedione, 1,3‐cyclohexanedione, (2 RS )‐methylcyclohexanone, and 4‐methylcyclohexanone, as well as cyclooctanone and cyclopentanone. There is also significant interest in enzymes that can reduce sterically crowded carbonyl centres30 (modelled here by dicyclohexyl ketone and the aromatic substrates 3‐ and 4‐methylacetophenone and propiophenone) and those capable of reducing very small substrates in a stereospecific fashion31 (investigated here with 2‐ketobutyric acid and ethyl vinyl ketone).…”

Section: Resultsmentioning

confidence: 99%

Broad Substrate Specificity of Ketoreductases Derived from Modular Polyketide Synthases

2006

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Recombinant ketoreductase (KR) domains derived from antibiotic-producing modular polyketide synthases (PKSs) have been examined as potential catalysts for the enantioselective reduction of non-polyketide substrates. KR domains from two modular PKSs show significant activity toward alternative substrates, particularly those that incorporate cyclohexyl moieties. Through site-directed mutagenesis of the amino acid motifs previously implicated in stereocontrol by KRs, we have identified mutants with improved activity toward such compounds. These results suggest that PKS KRs could potentially be used as biotransformation catalysts for the production of chiral alcohols.

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Section: Resultsmentioning

confidence: 99%

Broad Substrate Specificity of Ketoreductases Derived from Modular Polyketide Synthases

2006

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“…Some recent advances in the biocatalytic reduction of carbonyl-containing compounds are summarized in Table 1 (Additional file 1 ) and include for example the finding of new activities for Yarrowia lipolytica [ 56 ]. Lagos et al [ 56 ] screened different yeast strains for the enantioselective production of a halohydrin precursor for ( S )-propranolol synthesis. Yarrowia lipolytica 1240 (Spanish type culture collection CECT, Valencia) resting cells gave the 'anti-Prelog'-enantiomer ( S )-1-chloro-3-(1-naphthyloxy)propan-2-ol with 87% yield and 99% ee.…”

Section: Reviewmentioning

confidence: 99%

Yeast cell factories for fine chemical and API production

2008

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This review gives an overview of different yeast strains and enzyme classes involved in yeast wholecell biotransformations. A focus was put on the synthesis of compounds for fine chemical and API (= active pharmaceutical ingredient) production employing single or only few-step enzymatic reactions. Accounting for recent success stories in metabolic engineering, the construction and use of synthetic pathways was also highlighted. Examples from academia and industry and advances in the field of designed yeast strain construction demonstrate the broad significance of yeast whole-cell applications. In addition to Saccharomyces cerevisiae, alternative yeast whole-cell biocatalysts are discussed such as Candida sp

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“…Furthermore, such a method is particularly advantageous in terms of cost-effectiveness, ease of preparation, and the ability to effectively perform several types of reactions [14]. Table 1 demonstrates the past application of whole cells of Y. lipolytica as a biocatalyst in various reactions, including hydrogenation, reduction, and oxidation [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29].…”

Section: Whole-cell Biocatalysis With Y Lipolytica Cellsmentioning

confidence: 99%

“…Between 2000 and 2005, four different publications focused on reducing this ketone to 1-chloro-3-(1-naphthyloxy)propan-2-ol using various yeast species. The researchers found that the reduction of the ketone to alcohol with an S configuration occurred for Y. lipolytica strains with an efficiency ranging from 25 to 88% in 48 h reactions, and also showed higher yields than S. cerevisiae commonly used for this reaction [18][19][20][21]. Lagos et al [20] demonstrated also the possibility of using Y. lipolytica cells to obtain other compounds such as N-[4-[(S)-3-chloro-2-hydroxypropoxy]phenyl]acetamide, (S)-1-chloro-3-(2,5-dimethylphenoxy)propan-2-ol, and (S)-1chloro-3-phthalimidopropan-2-ol from the corresponding ketones.…”

Section: Substratementioning

confidence: 99%

Yarrowia lipolytica Yeast: A Treasure Trove of Enzymes for Biocatalytic Applications—A Review

Zieniuk,

Jasińska,

Wierzchowska

et al. 2024

Fermentation

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Yarrowia lipolytica is a robust yeast species that has gained significant attention as a biofactory for various biotechnological applications and undoubtedly can be referred to as a hidden treasure trove due to boasting a diverse array of enzymes with wide-ranging applications in multiple industries, including biofuel production, food processing, biotechnology, and pharmaceuticals. As the biotechnology field continues to expand, Y. lipolytica is poised to play a pivotal role in developing eco-friendly and economically viable bioprocesses. Its versatility and potential for large-scale production make it a promising candidate for sustainably addressing various societal and industrial needs. The current review article aimed to highlight the diverse enzymatic capabilities of Y. lipolytica and provide a detailed analysis of its relevance in biocatalysis, including the use of whole-cell catalysts and isolated enzymes. The review focused on wild-type yeast strains and their species-dependant properties and selected relevant examples of Y. lipolytica used as a host organism for overexpressing some enzymes. Furthermore, the application of Y. lipolytica’s potential in enantiomers resolution, lipids processing, and biodiesel synthesis, as well as the synthesis of polymers or esterification of different substrates for upgrading biologically active compounds, was discussed.

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New yeast strains for enantioselective production of halohydrin precursor of (S)-Propranolol

Cited by 19 publications

References 24 publications

Broad Substrate Specificity of Ketoreductases Derived from Modular Polyketide Synthases

Broad Substrate Specificity of Ketoreductases Derived from Modular Polyketide Synthases

Yeast cell factories for fine chemical and API production

Yarrowia lipolytica Yeast: A Treasure Trove of Enzymes for Biocatalytic Applications—A Review

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