Search results for: Jadwiga Dmochowska-Gładysz

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article

Biotransformation of acetophenone and its halogen derivatives by Yarrowia lipolytica strains

Tomasz Janeczko, Wojciech Bąkowski, Ewa Walczak, Małgorzata Robak, more

Annals of Microbiology > 2015 > 65 > 2 > 1097-1107

The ability of 16 strains of Yarrowia lipolytica to biotransform acetophenone and its derivatives has been studied. Thirteen of these strains were derived from a wild-type strain Y. lipolytica A-101; six had the invertase gene (SUC2) from Saccharomyces cerevisiae integrated into their genome, as well as the damaged or undamaged gene encoding orotidine-5′-phosphate decarboxylase (URA3), three had integrated...

article

Enantioselective reduction of 4-chromanone and its derivatives by selected filamentous fungi

Tomasz Janeczko, Jadwiga Dmochowska-Gładysz, Antoni Szumny, Edyta Kostrzewa-Susłow

Journal of Molecular Catalysis. B, Enzymatic > 2013 > 97 > Complete > 278-282

Biotransformation of 4-chromanone and its derivatives in the cultures of three biocatalysts: Didymosphaeria igniaria, Coryneum betulinum and Chaetomium sp. is presented. The biocatalysts were chosen due to their capability of enantiospecific reduction of low-molecular-weight ketones (acetophenone and its derivatives and α- and β-tetralone). The substrates were reduced to the respective S-alcohols...

article

Novel metabolites of dehydroepiandrosterone and progesterone obtained in Didymosphearia igniaria KCH 6670 culture

Tomasz Janeczko, Alina Świzdor, Jadwiga Dmochowska-Gładysz, Agata Białońska, more

Journal of Molecular Catalysis. B, Enzymatic > 2012 > 82 > Complete > 24-31

Dehydroepiandrosterone (DHEA) (10) and its five derivatives: testosterone (1), androstenedione (2), 17α-methyltestosterone (6), progesterone (13) and pregnenolone (14) were subjected to microbial transformation by the filamentous fungus Didymosphaeria igniaria KCH 6670. The predominant metabolism of the incubated 5-ene steroids (10 and 14) occurred through 3β-hydroxy-steroid dehydrogenase/5,4-en isomerase...

article

Enantioselective Dynamic Process Reduction of α- and β-Tetralone and Stereoinversion of Resulting Alcohols in a Selected Strain Culture

Tomasz Janeczko, Anna Panek, Alina Świzdor, Jadwiga Dmochowska-Gładysz, more

Current Microbiology > 2012 > 65 > 2 > 189-194

α-Tetralone and β-tetralone were subjected to biotransformation by 14 fungal strains. Enantiomeric purity of the products depended on the reaction time. 3-Day transformation of α-tetralone in Absidia cylindrospora culture gave S-(+)-1,2,3,4-tetrahydro-1-naftol of 92 % ee, whereas longer biotransformation time resulted in decrease of ee value. 3-Day transformation of β-tetralone by the same strain...

article

Didymosphaeria igniaria: a new microorganism useful for the enantioselective reduction of aryl-aliphatic ketones

Alina Świzdor, Tomasz Janeczko, Jadwiga Dmochowska-Gładysz

Journal of Industrial Microbiology & Biotechnology > 2010 > 37 > 11 > 1121-1130

Didymosphaeria igniaria is a promising biocatalyst in asymmetric reductions of prochiral aromatic-aliphatic ketones such as acetonaphthones, acetophenones, and acetylpyridines. The organism converted the substrates mainly to (S)-alcohols. Excellent results in terms of conversion and enantioselectivity (100% yield, >99% ee) were obtained with acetonaphthones. In case of acetyl...

article

Chemoenzymatic resolution of racemic Wieland–Miescher and Hajos–Parrish ketones

Tomasz Janeczko, Jadwiga Dmochowska-Gładysz, Edyta Kostrzewa-Susłow

World Journal of Microbiology and Biotechnology > 2010 > 26 > 11 > 2047-2051

Enantiospecific microbial reduction of bicyclic ketones was described. Racemic Wieland–Miescher (1) and Hajos–Parrish (2) ketones were used as substrates. In a 4-h biotransformation of Hajos–Parrish ketone (2) using the strain of Didymosphaeria igniaria an optically pure ketone (R)-2 was obtained, whereas the (S)-2 ketone underwent reduction to (4aS,5S)-4 alcohol with 100% of enantiomeric excess and...

article

Biotransformations of steroid compounds by Chaetomium sp. KCH 6651

Tomasz Janeczko, Jadwiga Dmochowska-Gładysz, Edyta Kostrzewa-Susłow, Agata Białońska, more

Steroids > 2009 > 74 > 8 > 657-661

Biotransformations of steroid compounds: androstenedione, testosterone, progesterone, pregnenolone and DHEA using Chaetomium sp. 1 KCH 6651 strain as a biocatalyst were investigated. The microorganism proved capable of selective hydroxylation of the steroid substrates. Androstenedione was converted to 14α-hydroxyandrost-4-en-3,17-dione (in over 75% yield) and 6β-hydroxyandrost-4-en-3,17-dione (in...

article

Microbial transformations of flavanone by Aspergillus niger and Penicillium chermesinum cultures

Edyta Kostrzewa-Susłow, Jadwiga Dmochowska-Gładysz, Agata Białońska, Zbigniew Ciunik

Journal of Molecular Catalysis. B, Enzymatic > 2008 > 52-53 > Complete > 34-39

As a result of biotransformation of flavanone (1) by the strain Aspergillus niger MB (being the UV mutant) and by the wild strain Penicillium chermesinum 113 the products of hydroxylation at C-6 (2) and C-4′ (5) were obtained. Additionally, three dihydrochalcones with hydroxyl groups at C-2′ (4), C-2′ and C-5′ (3) and C-2′ and C-4 (6) were formed.

article

Microbial transformation of baicalin and baicalein

Edyta Kostrzewa-Susłow, Jadwiga Dmochowska-Gładysz, Jan Oszmiański

Journal of Molecular Catalysis. B, Enzymatic > 2007 > 49 > 1-4 > 113-117

As a result of microbial transformation of baicalin and baicalein the products of 4′-hydroxylation of the B ring, O-methylation at C-6, and both O-methylation at C-6 and hydroxylation at C-4′ were obtained. Transformations of baicalin were accompanied by the reaction of hydrolysis.

article

Transformation of steroids by Trichoderma hamatum

Agnieszka Bartmańska, Jadwiga Dmochowska-Gładysz

Enzyme and Microbial Technology > 2007 > 40 > 6 > 1615-1621

Trichoderma hamatum KCh25 was used to study the mode of transformation of a series of 3-oxosteroids. This potential has not been previously examined. The strain promoted 1-dehydrogenation, which have been rarely observed in fungi cultures. The metabolism of cortexolone resulted in efficient conversion to 1-dehydrocortexolone, with no other product isolated. The other routes of biotransformations of...

article

Microbial transformations of flavanone and 6-hydroxyflavanone by Aspergillus niger strains

Edyta Kostrzewa-Susłow, Jadwiga Dmochowska-Gładysz, Agata Białońska, Zbigniew Ciunik, more

Journal of Molecular Catalysis. B, Enzymatic > 2006 > 39 > 1-4 > 18-23

Flavanone (1) and 6-hydroxyflavanone (2) were subjected to transformation by means of Aspergillus niger strains (one wild and three UV mutants). For both substrates the biotransformation resulted in reduction of the carbonyl group (products 5 and 7) and dehydrogenation at C-2 and C-3 (3 and 8). Additionally, for flavanone (1) reduction of C-4 together with hydroxylation at C-7 (6) and dehydrogenation...

article

Steroids’ transformations in Penicillium notatum culture

Agnieszka Bartmańska, Jadwiga Dmochowska-Gładysz, Ewa Huszcza

Steroids > 2005 > 70 > 3 > 193-198

The application of Penicillium notatum genus for biotransformations of steroids has been investigated. The reactions observed include insertion of an oxygen atom into D-ring of steroids, 15α-hydroxylation of 17α-methyl testosterone derivatives, ester bond hydrolysis, and degradation of a testosterone derivatives side chain.Microbial production of testolactones, the biologically active compounds, was...

article

Transformations of testosterone and related steroids by Botrytis cinerea

Ewa Huszcza, Jadwiga Dmochowska-Gładysz

Phytochemistry > 2003 > 62 > 2 > 155-158

Botrytis cinerea (strain AM235) was used to investigate the transformations of testosterone and related steroids. It was found that the position and stereochemistry of the introduced hydroxyl group, as well as the yield of products, depended on the structure of the substrate. Botrytis cinerea converts the examined substrates mainly to 7α-hydroxy derivatives. 1-Dehydrotestosterone was also significantly...

article

Biotransformation XXXIX. Metabolism of Testosterone, Androstenedione, Progesterone and Testosterone Derivatives in Absidia coerulea Culture

Ewa Brzezowska, Jadwiga Dmochowska-Gładysz, Teresa Kołek

Journal of Steroid Biochemistry and Molecular Biology > 1996 > 57 > 5-6 > 357-362

The strain of Absidia coerulea was used to investigate the transformations of testosterone, androstenedione, progesterone and testosterone derivatives with additional C1-C2 double bond and/or 17α-methyl group. All the examined substrates were transformed, mainly hydroxylated. It was found that the position and stereochemistry of the introduced hydroxyl group, as well as the yield of products, depended...

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