Kinetic resolution of a precursor for myo-inositol phosphates under continuous flow conditions

Manoel, Evelin Andrade; Pais, Karla C.; Flores, Marcella C.; Miranda, Leandro Soter de Mariz e; Coelho, Maria Alice Zarur; Simas, Alessandro B. C.; Freire, Denise Maria Guimarães; Souza, Rodrigo O. M. A. de

doi:10.1016/j.molcatb.2012.11.006

Cited by 23 publications

(7 citation statements)

References 28 publications

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“…For this reason, it becomes necessary to produce supports with different morphological properties (with distinct specific areas, pore diameters and volume of pores) and to evaluate how the support characteristics affect the immobilization parameters. This can allow for optimization of CAL-B performance in many applications, such as those related to the kinetic resolution of myo-inositol derivatives [32,33,34,35,36].…”

Section: Introductionmentioning

confidence: 99%

Influence of the Morphology of Core-Shell Supports on the Immobilization of Lipase B from Candida antarctica

2014

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Core-shell polymer particles with different properties were produced through combined suspension-emulsion polymerizations and employed as supports for immobilization of lipase B from Candida antarctica. In order to evaluate how the morphology of the particles affects the immobilization parameters, empirical models were developed to describe the performance of the biocatalysts as a function of the specific area, volume of pores and average pore diameter of the supports. It was observed that the average pore sizes did not affect the enzymatic activities in the analyzed range of pore sizes. It was also observed that the increase of the specific area (and of the volume of pores) led to higher enzyme loadings, also leading to an increase in the esterification activity, as expected. However, when the specific area (and volume of pores) increased, the hydrolytic activity and the retention of hydrolytic activity of the biocatalysts decreased, indicating the existence of diffusional limitations for some hydrolytic reactions, probably because of the high reaction rates.

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Section: Introductionmentioning

confidence: 99%

Influence of the Morphology of Core-Shell Supports on the Immobilization of Lipase B from Candida antarctica

2014

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“…Their continuous process displayed remarkable consistency with maximum yields of 50% obtained during nine cycles with a three min residence time per run at 50 °C using TBME as the solvent (Figure 66). 225 Another use of this methodology allowed ethyl acetate as the acyl donor to resolve (±)-1-phenylethylamine, however, using ethyl acetate resulted in unacceptable levels of non-specific, non-enzyme-catalyzed acylation. 226…”

Section: Enzymatic Resolutionmentioning

confidence: 99%

“…Continuous flow resolution of (±)-1,3,6-tri-O-benzyl-myo-inositol with vinyl acetate and Novozyme 435. 225 …”

Section: Figurementioning

confidence: 99%

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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“…Its success depends on several factors, such as specificity of the biocatalyst, type of immobilization, substrate, solvent, and reactor systems. 1,2 Currently, most of the studies in the literature report the use of reactors in small scale stirred tank on batch system 3 . In this way, the phosphorylated myo-inositols appear as interesting substrates, to be studied due to their potential in the development of new drugs.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective catalysis from Pseudomonas cepacia on the kinetic resolution by different reactors

Manoel¹,

Coelho²,

Souza³

et al. 2013

Proceedings of the 15th Brazilian Meeting on Organic Synthesis Proceedings

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Kinetic resolution of a precursor for myo-inositol phosphates under continuous flow conditions

Cited by 23 publications

References 28 publications

Influence of the Morphology of Core-Shell Supports on the Immobilization of Lipase B from Candida antarctica

Influence of the Morphology of Core-Shell Supports on the Immobilization of Lipase B from Candida antarctica

Continuous flow biocatalysis

Enantioselective catalysis from Pseudomonas cepacia on the kinetic resolution by different reactors

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