Enhancement of 17α-hydroxyprogesterone production from progesterone by biotransformation using hydroxypropyl-β-cyclodextrin complexation technique

Manosroi, Jiradej; Saowakhon, Suda; Manosroi, Aranya

doi:10.1016/j.jsbmb.2008.10.003

Cited by 23 publications

(7 citation statements)

References 14 publications

(11 reference statements)

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“…Among the tested fungal isolates C.lunata RCMB 019002 was clearly able to perform the hydroxylations reactions(29.64%). These results are in close agreement with the findings of others (Vitas et al 1995, Manosroi et al 2008. Meggs et al (1990) reported that steroid hydroxylations by filamentous fungi including 11β-hydroxylation are economically important for the production of corticosteroids.…”

Section: Screening For the Most Active Organismsupporting

confidence: 92%

“…Introduction of a hydroxyl group to a steroid molecule at position 11 is one of the most important steps in the preparation of various physiologically important steroidal derivatives and drugs (Manosroi et al ,2008). In microbial hydroxylations, hydroxylase enzyme can introduce a hydroxyl group to various positions of the steroid molecule that are generally chemically inaccessible.…”

Section: Introductionmentioning

confidence: 99%

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Role of Some Fermentative Parameters for Microbial Transformation of Progesterone to Cortexolone and/or Hydrocortisone.

Menoufy¹,

Shafei²,

Aal³

2012

Egyptian Journal of Agricultural Sciences

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Four strains belonging to the genus Curvularia were tested for their ability to transform progesterone to cortexolone and hydrocortisone. Curvularia lunata RCMB 019002 showed the greatest bioconversion efficiency (29.64%). In a medium containing (g/l); yeast extract 4 and malt extract 20, the substrate was converted after 48h to cortexolone and cortisol. The maximum bioconversion efficiency (37. 72%) was recorded when phosphate buffer was used at pH 7.0. The transformation pattern of progesterone markedly affected by the inoculum size and culture age. The bioconversion efficiency increased (63.2 %) when the substrate concentration was 5 mg/50ml fermentation medium. The addition of the surface active agents Tween 60 and Tween 80 to the medium at concentrations of 100 µl, 50 µl, respectively increased the bioconversion efficiency (66.70 and 68.64 %, respectively). Among the tested amino acids, L-asparagine enhanced the formation of cortexolone and cortisol.

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Section: Screening For the Most Active Organismsupporting

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Role of Some Fermentative Parameters for Microbial Transformation of Progesterone to Cortexolone and/or Hydrocortisone.

Menoufy¹,

Shafei²,

Aal³

2012

Egyptian Journal of Agricultural Sciences

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“…The medium condition of steroid biotransformation in yeast is relatively simple, usually common yeast rich or minimal medium supplemented with organic solvent, such as ethanol and N,N-dimethylformamide (DMF) to help dissolve the steroid substrates [48,56]. Addition of β-cyclodextrin often helps the transport of steroid substrates into the cells [50,57]. Enzymes responsible for steroid hydroxylation and dehydrogenation have been largely identified within the past 20 years, with many characterized in yeast.…”

Section: Steroid Bioproduction In Yeast Through Biotransformationmentioning

confidence: 99%

Yeast as a promising heterologous host for steroid bioproduction

2020

Journal of Industrial Microbiology and Biotechnology

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With the rapid development of synthetic biology and metabolic engineering technologies, yeast has been generally considered as promising hosts for the bioproduction of secondary metabolites. Sterols are essential components of cell membrane, and are the precursors for the biosynthesis of steroid hormones, signaling molecules, and defense molecules in the higher eukaryotes, which are of pharmaceutical and agricultural significance. In this mini-review, we summarize the recent engineering efforts of using yeast to synthesize various steroids, and discuss the structural diversity that the current steroidproducing yeast can achieve, the challenge and the potential of using yeast as the bioproduction platform of various steroids from higher eukaryotes.

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“…Even the classical Baeyer-Villiger oxidations, in which an ester/lactone is generated from a ketone/cyclic ketone (e.g., transformation of ADD into testolactone, an aromatase inhibitor) (Kołek et al, 2008 ), can be catalyzed by enzymes called Baeyer-Villiger monooxygenases (BVMOs) that use molecular oxygen and NADPH (Figure 4 ; Leisch et al, 2011 ). To perform these chemical functionalizations on steroidal molecules, several wild-type microorganisms that possess the steroid-modifying enzymatic activities of interest are frequently used at an industrial scale (Supplementary Table 2 ; Zhang et al, 1998 ; El-Kadi and Mostafa, 2004 ; Li et al, 2005 , 2017 ; Reese, 2007 ; Roglič et al, 2007 ; Manosroi et al, 2008 ; Yildirim et al, 2010 ; Peart et al, 2011 ; Bhatti and Khera, 2012 ; Donova and Egorova, 2012 ; Prakash and Bajaj, 2017 ). Since these bioconversions often exhibit various drawbacks such as low selectivity and substrate conversion yields, and may even require the culture of opportunistic pathogenic microorganisms (e.g., Rhizopus oryzae ), it has been proposed the design of alternative MCFs by using recombinant DNA technologies in recent years.…”

Section: Current Achievements Of Steroid Biotechnologymentioning

confidence: 99%

New Insights on Steroid Biotechnology

2018

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Nowadays steroid manufacturing occupies a prominent place in the pharmaceutical industry with an annual global market over $10 billion. The synthesis of steroidal active pharmaceutical ingredients (APIs) such as sex hormones (estrogens, androgens, and progestogens) and corticosteroids is currently performed by a combination of microbiological and chemical processes. Several mycobacterial strains capable of naturally metabolizing sterols (e.g., cholesterol, phytosterols) are used as biocatalysts to transform phytosterols into steroidal intermediates (synthons), which are subsequently used as key precursors to produce steroidal APIs in chemical processes. These synthons can also be modified by other microbial strains capable of introducing regio- and/or stereospecific modifications (functionalization) into steroidal molecules. Most of the industrial microbial strains currently available have been improved through traditional technologies based on physicochemical mutagenesis and selection processes. Surprisingly, Synthetic Biology and Systems Biology approaches have hardly been applied for this purpose. This review attempts to highlight the most relevant research on Steroid Biotechnology carried out in last decades, focusing specially on those works based on recombinant DNA technologies, as well as outlining trends and future perspectives. In addition, the need to construct new microbial cell factories (MCF) to design more robust and bio-sustainable bioprocesses with the ultimate aim of producing steroids à la carte is discussed.

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Enhancement of 17α-hydroxyprogesterone production from progesterone by biotransformation using hydroxypropyl-β-cyclodextrin complexation technique

Cited by 23 publications

References 14 publications

Role of Some Fermentative Parameters for Microbial Transformation of Progesterone to Cortexolone and/or Hydrocortisone.

Role of Some Fermentative Parameters for Microbial Transformation of Progesterone to Cortexolone and/or Hydrocortisone.

Yeast as a promising heterologous host for steroid bioproduction

New Insights on Steroid Biotechnology

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