Ultrasound in enzymatic resolution of ethyl 3-hydroxy-3-phenylpropanoate

Ribeiro, Carlos Magno Rocha; Passaroto, Elisa N.; Brenelli, Eugênia Cristina Souza

doi:10.1016/s0040-4039(01)01311-9

Cited by 30 publications

(11 citation statements)

References 19 publications

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“…Other polar compounds were observed during HPLC analysis, but they were not identifi ed. It is possible that these compounds were products of other enzyme activity (lipases, estereases) (Ribeiro et al, 2001).…”

Section: Reduction Of Ethyl Phenylpropionate (3)mentioning

confidence: 99%

Bioreduction of Some Common Carbonylic Compounds Mediated by Yeasts

Silva

Alarcón

Águila

et al. 2010

Zeitschrift Für Naturforschung C

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Bioreduction of several prochiral carbonylic compounds such as acetophenone (1), ethyl acetoacetate (2) and ethyl phenylpropionate (3) to the corresponding optically active secalcohols 1a -3a was performed using wild-type strains of Pichia pastoris UBB 1500, Rhodotorula sp., and Saccharomyces cerevisiae. The reductions showed moderate to excellent conversion and high enantiomeric excess, in an extremely mild and environmentally benign manner in aqueous medium, using glucose as cofactor regeneration system. The obtained alcohols follow Prelog's rule, but in the reduction of 1 with P. pastoris UBB 1500 the antiPrelog enantiopreference was observed.

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Section: Reduction Of Ethyl Phenylpropionate (3)mentioning

confidence: 99%

Bioreduction of Some Common Carbonylic Compounds Mediated by Yeasts

Silva

Alarcón

Águila

et al. 2010

Zeitschrift Für Naturforschung C

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“…But research on this subject is still poor, and most reactions are in constant ultrasonic power [12][13][14]. In this paper, we selected 6 different ultrasound powers, namely 20, 40, 60, 80, 100, and 120 W, to investigate their effect on the Novozym 435-catalyzed acylation of KGM.…”

Section: Enzyme Screeningmentioning

confidence: 99%

“…Ultrasound has been a useful tool in chemical reactions, and displays a beneficial role in term of better rates and yields [9][10][11]. However, its application to enzymatic reactions is still little explored [12][13][14][15], and no research on the use of ultrasound to accelerate the enzymatic synthesis of polysaccharide esters has been reported. We have reported recently enzymatic acetylation of KGM with vinyl acetate in non-aqueous media under shaking [1][2][3].…”

Section: Introductionmentioning

confidence: 99%

Effect of ultrasound on enzymatic acylation of konjac glucomannan

Chen

Zong

et al. 2007

Bioprocess Biosyst Eng

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A comparative study was made of enzymatic acylation of konjac glucomannan with vinyl esters under ultrasonic irradiation and shaking in organic solvent tert-butanol. Among the 13 enzymes selected, Novozym 435 exhibited the highest acylation activity towards KGM whether under ultrasonic irradiation or shaking. The application of ultrasonic irradiation instead of shaking during the acylation led to improvement in the initial reaction rate, yield and degree of substitution of the modified KGM. Appropriate ultrasound power (100 W) and water activity (0.75) were found to accelerate enzymatic reaction. The acceleration effect of ultrasound on Novozym 435-catalyzed acylation decreased with an increase in the chain length of the acyl donors from C2 to C18. Moreover, the acylation of KGM in tert-butanol was proved to be a regioselective one, with C6-OH being acylated. Compared with shaking, ultrasound did not change regioselectivity of Novozym 435 in the acylation.

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“…As a consequence, the cavitation phenomenon can increase reaction rates in heterogeneous reactions and hence may become a useful tool in enzymatic reactions [15,16]. Although the application of ultrasound irradiation to enzymatic reactions is not well explored [17][18][19][20], it can be used to reduce mass transfer limitations in enzymatic reactions [15,21]. Ultrasound is also known to perturb weak interactions and to induce conformational changes in protein structures [22,23].…”

Section: Introductionmentioning

confidence: 99%

Assessment of two immobilized lipases activity and stability to low temperatures in organic solvents under ultrasound-assisted irradiation

Batistella

Ustra

Richetti

et al. 2011

Bioprocess Biosyst Eng

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Both stability and catalytic activity of two commercial immobilized lipases were investigated in the presence of different organic solvents in ultrasound-assisted system. In a general way, for Novozym 435, the use of ethanol as solvent led to a loss of activity of 35% after 10 h of contact. The use of iso-octane conducted to a gradual increase in lipase activity in relation to the contact time, reaching a maximum value of relative activity of 126%. For Lipozyme RM IM, after 5 h of exposure, the enzyme presented no residual activity when ethanol was used as solvent. The solvents tert-butanol and iso-octane showed an enhancement of about 20 and 17% in the enzyme activity in 6 h of exposure, respectively. Novozym 435 and Lipozyme IM presented high stability to storage after treatment under ultrasound-assisted system using n-hexane and tert-butanol as solvents.

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Ultrasound in enzymatic resolution of ethyl 3-hydroxy-3-phenylpropanoate

Cited by 30 publications

References 19 publications

Bioreduction of Some Common Carbonylic Compounds Mediated by Yeasts

Bioreduction of Some Common Carbonylic Compounds Mediated by Yeasts

Effect of ultrasound on enzymatic acylation of konjac glucomannan

Assessment of two immobilized lipases activity and stability to low temperatures in organic solvents under ultrasound-assisted irradiation

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