Synthesis of Alkyl (R)‐Lactates and Alkyl (S,S)‐O‐Lactyllactates by Alcoholysis of rac‐Lactide Using Novozym 435.

Ko, Sung-Jin; Won, Keehoon; Kang, Han‐Young; Kim, Bum Tae; Lee, Yeon Soo; Lee, Hyuk

doi:10.1002/chin.200650071

Cited by 2 publications

(2 citation statements)

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“…When the reaction time was over 72 h, the time course was leveled-off. The reason for this may be that the viscosity of the reaction mixture gradually increased over reaction time, leading to a decrease in mutual solubility and inhibiting the diffusion of substrates [38]. Thus, reducing mass transfers and unfavorable interactions between substrates and enzyme particles might occur in the catalysis process.…”

Section: Primary Experimentsmentioning

confidence: 99%

Developing a High-Temperature Solvent-Free System for Efficient Biocatalysis of Octyl Ferulate

Huang

Chen

et al. 2018

Catalysts

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Ferulic acid esters have been suggested as a group of natural chemicals that have the function of sunscreen. The study aimed to utilize an environmentally-friendly enzymatic method through the esterification of ferulic acid with octanol, producing octyl ferulate. The Box-Behnken experimental design for response surface methodology (RSM) was performed to determine the synthesis effects of variables, including enzyme amount (1000-2000 propyl laurate units (PLU)), reaction temperature (70-90 • C), and stir speed (50-150 rpm) on the molar conversion of octyl ferulate. According to the joint test, both the enzyme amount and reaction temperature had great impacts on the molar conversion. An RSM-developed second-order polynomial equation further showed a data-fitting ability. Using ridge max analysis, the optimal parameters of the biocatalyzed reaction were: 72 h reaction time, 92.2 • C reaction temperature, 1831 PLU enzyme amount, and 92.4 rpm stir speed, respectively. Finally, the molar conversion of octyl ferulate under optimum conditions was verified to be 93.2 ± 1.5%. In conclusion, it has been suggested that a high yield of octyl ferulate should be synthesized under elevated temperature conditions with a commercial immobilized lipase. Our findings could broaden the utilization of the lipase and provide a biocatalytic approach, instead of the chemical method, for ferulic acid ester synthesis.

show abstract

Section: Primary Experimentsmentioning

confidence: 99%

Developing a High-Temperature Solvent-Free System for Efficient Biocatalysis of Octyl Ferulate

Huang

Chen

et al. 2018

Catalysts

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show abstract

“…When the reaction time surpassed 72 h, the time course was leveled-off. The reason may be that the viscosity of the reaction mixture was gradually increased over reaction time, leading to a decrease in mutual solubility and inhibit the diffusion of substrates [40]. Thus, reducing mass transfer and unfavorable interactions between enzyme particles and substrates might occur in the process.…”

Section: Primary Experimentsmentioning

confidence: 99%

Developing a High-Temperature Solvent-Free System for Efficient Biosynthesis of Octyl Ferulate

Huang¹,

Wu²,

Chen³

et al. 2018

Preprint

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Ferulic acid esters have been suggested as a group of natural chemicals with sunscreen function. The study aimed to utilize an environment-friendly enzymatic method to produce octyl ferulate by esterification of ferulic acid with octanol. The Box-Behnken design with response surface methodology (RSM) was adopted to evaluate the effects of synthesis variables, including reaction temperature (70-90 °C), enzyme amount (1,000-2,000 PLU) and stir speed (50-150 rpm), on the molar conversion of octyl ferulate. According to the joint test, both the reaction temperature and enzyme amount had great impacts on the molar conversion. RSM-developed second-order polynomial equation further showed great ability on data-fitting. Based on ridge max analysis, the optimum parameters for the biocatalyzed reaction were: 72 h reaction time, 92.2 °C reaction temperature, 1,831 PLU enzyme amount and 92.4 rpm stir speed, respectively. Finally, the molar conversion of octyl ferulate under optimum condition was verified to be 93.2 ± 1.5%. In conclusion, high yield of octyl ferulate synthesized by commercial immobilized lipase under elevated temperature conditions has been suggested, which our findings could broaden the utilization of the lipase and provide a biocatalytic approach, instead of the chemical method, for ferulic acid ester synthesis.

show abstract

Synthesis of Alkyl (R)‐Lactates and Alkyl (S,S)‐O‐Lactyllactates by Alcoholysis of rac‐Lactide Using Novozym 435.

Cited by 2 publications

References 1 publication

Developing a High-Temperature Solvent-Free System for Efficient Biocatalysis of Octyl Ferulate

Developing a High-Temperature Solvent-Free System for Efficient Biocatalysis of Octyl Ferulate

Developing a High-Temperature Solvent-Free System for Efficient Biosynthesis of Octyl Ferulate

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