Continuous flow whole cell bioreduction of fluorinated acetophenone

Lopes, Raquel de Oliveira; Ribeiro, Joyce Benzaquem; Miranda, Amanda Silva de; Silva, Gabriela Veloso Vieira da; Miranda, Leandro S. M.; Leal, Ivana Corrêa Ramos; Souza, Rodrigo O. M. A. de

doi:10.1016/j.tet.2013.12.036

Cited by 15 publications

(6 citation statements)

References 26 publications

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“…demonstrated a bioreduction of fluorinated acetophenone analogues with several varieties of whole cells. 148 After vigorous experimentation, Geotrichum candidum was immobilized onto calcium alginate for the reduction of 2,2,2-trifluoroacetophenone and 4’-Br-2,2,2-trifluoroacetophenone. Immobilized whole cells were packed into an Omnifit column, and the commercially available Asia flow reactor from Syrris was used.…”

Section: Whole Cell Biocatalysismentioning

confidence: 99%

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Continuous flow biocatalysis

2018

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The continuous flow synthesis of active pharmaceutical ingredients, value-added chemicals, and materials has grown tremendously over the past ten years. This revolution in chemical manufacturing has resulted from innovations in both new methodology and technology. This field, however, has been predominantly focused on synthetic organic chemistry, and the use of biocatalysts in continuous flow systems is only now becoming popular. Although immobilized enzymes and whole cells in batch systems are common, their continuous flow counterparts have grown rapidly over the past two years. With continuous flow systems offering improved mixing, mass transfer, thermal control, pressurized processing, decreased variation, automation, process analytical technology, and in-line purification, the combination of biocatalysis and flow chemistry opens powerful new process windows. This Review explores continuous flow biocatalysts with emphasis on new technology, enzymes, whole cells, co-factor recycling, and immobilization methods for the synthesis of pharmaceuticals, value-added chemicals, and materials.

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Section: Whole Cell Biocatalysismentioning

confidence: 99%

“…Whole cell continuous flow reduction of fluorinated acetophenone analogues using immobilized Geotrichum candidum on calcium alginate. 148 …”

Section: Figurementioning

confidence: 99%

Continuous flow biocatalysis

2018

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“…In a flow reaction, fluid containing substrates is pumped to the reactor to produce a product stream [3][4][5][6]. When a flow process is applied to biocatalysis, it can be performed by using immobilized cells or enzymes [7][8][9][10][11]. As a continuous process, flow reactions have advantages of improved productivity, safety, ease of modifying scale, and are especially useful for reactions with substrate/product inhibitory issues [12].…”

Section: Introductionmentioning

confidence: 99%

Co-immobilized Alcohol Dehydrogenase and Glucose Dehydrogenase with Resin Extraction for Continuous Production of Chiral Diaryl Alcohol

Zhou

Zhang

et al. 2021

Appl Biochem Biotechnol

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Ni 2+ -functionalized porous ceramic/agarose composite beads (Ni-NTA Cerose) can be used as carrier materials to immobilize enzymes harboring a metal affinity tag. Here, a 6×His-tag fusion alcohol dehydrogenase Mu-S5 and glucose dehydrogenase from Bacillus megaterium (BmGDH) were co-immobilized on Ni-NTA Cerose to construct a packed bed reactor (PBR) for the continuous synthesis of the chiral intermediate (S)-(4-chlorophenyl)-(pyridin-2-yl) methanol [(S)-CPMA]. NADPH recycling and in situ product adsorption was achieved simultaneously by assembling a D101 macroporous resin column after the PBR. Using an optimum enzyme activity ration of 2:1 (Mu-S5: BmGDH) and hydroxypropyl-β-cyclodextrin as co-solvent, a space-time yield of 1,560 g/(L•d) could be achieved in the first three days at a flow rate of 5 mL/min and substrate concentration of 10 mM. With simplified selective adsorption and extraction procedures, (S)-CPMA was obtained in 84% isolated yield.

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“…By immobilizing biocatalysts, the stability towards organic solvents often can be improved significantly . In this context, the superabsorber‐based encapsulation of enzymes or whole cells in a packed bed reactor, has recently been investigated among many other systems based on, for example, carrier‐immobilization or immobilization in alginate beads , …”

Section: Introductionmentioning

confidence: 99%

“…In the last time many catalytic hydrogel systems have been reported, emphasizing the potentially broad applicability of this system , , . Despite probably being as well exciting, we did not investigate the catalyst recyclability in this study, as we were rather interested in a process delivering constant product quality.…”

Section: Introductionmentioning

confidence: 99%

Heterogeneous Catalysts “on the Move”: Flow Chemistry with Fluid Immobilised (Bio)Catalysts

Adebar

Gröger

2020

Eur J Org Chem

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As both, continuous synthesis and (bio-)catalysis gained increasing interest in research as well as for industrial applications, ways for merging these fields enables novel opportunities for modern sustainable process development. In this contribution, an alternative approach for the application of immobilized enzymes in continuous flow processes is presented utilizing heterogeneous biocatalysts as a mobile phase. Based on superabsorber-entrapped enzymes and whole cells as a "fluid heterogeneous phase", a segmented hydrogel/organic

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Continuous flow whole cell bioreduction of fluorinated acetophenone

Cited by 15 publications

References 26 publications

Continuous flow biocatalysis

Continuous flow biocatalysis

Co-immobilized Alcohol Dehydrogenase and Glucose Dehydrogenase with Resin Extraction for Continuous Production of Chiral Diaryl Alcohol

Heterogeneous Catalysts “on the Move”: Flow Chemistry with Fluid Immobilised (Bio)Catalysts

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