Kinetics and mechanism of regioselective monoacetylation of 3-aryloxy-1,2-propandiols using immobilized Candida antarctica lipase

Pawar, Sandip V.; Yadav, Ganapati D.

doi:10.1016/j.jiec.2015.07.007

Cited by 15 publications

(12 citation statements)

References 59 publications

(63 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…S1) was 5.96 kcal mol −1 . This value is close to the activation energy (5.2 kcal mol −1 ) of the esterification reaction of 3‐(2‐methylphenoxy) propane‐1,2‐diol .…”

Section: Resultssupporting

confidence: 78%

“…The obtained kinetic parameters were close to that of the esterification reaction of 3‐(2‐methylphenoxy) propane‐1,2‐diol that is catalyzed by the same lipase . In addition, based on statistical parameters, a correlation coefficient of R 2 = 0.983 was obtained, indicating that the ping pong Bi‐Bi mechanism fits well with the experimental data.…”

Section: Resultssupporting

confidence: 74%

See 1 more Smart Citation

Biocatalytic synthesis of vitamin A palmitate using immobilized lipase produced by recombinant Pichia pastoris

Yao

Lin

Yue

et al. 2017

Engineering in Life Sciences

View full text Add to dashboard Cite

In this work, the Candida antarctica lipase B (CALB), produced by recombinant Pichia pastoris, was immobilized and used to synthesize vitamin A palmitate by transesterification of vitamin A acetate and palmitic acid in organic solvent. The reaction conditions including the type of solvent, temperature, rotation speed, particle size, and molar ratio between the two substrates were investigated. It turned out that the macroporous resin HPD826 serving as a carrier showed the highest activity (ca. 9200 U g −1 ) among all the screened carriers. It was found that the transesterification kinetic of the immobilized CALB followed the ping pong Bi-Bi mechanism and the reaction product acetic acid inhibited the enzymatic reaction with an inhibition factor of 2.823 mmol L −1 . The conversion ability of the immobilized CALB was 54.3% after 15 cycles. In conclusion, the present work provides a green route for vitamin A palmitate production using immobilized CALB to catalyze the transesterification of vitamin A acetate and palmitic acid.

show abstract

“…S1) was 5.96 kcal mol −1 . This value is close to the activation energy (5.2 kcal mol −1 ) of the esterification reaction of 3‐(2‐methylphenoxy) propane‐1,2‐diol .…”

Section: Resultssupporting

confidence: 78%

Section: Resultssupporting

confidence: 74%

Biocatalytic synthesis of vitamin A palmitate using immobilized lipase produced by recombinant Pichia pastoris

Yao

Lin

Yue

et al. 2017

Engineering in Life Sciences

View full text Add to dashboard Cite

show abstract

“…Figure 3b brings to view that the initial rate of reaction (0.15 M/min/g catalyst) is predominant with use of 3% (w/w) of enzyme dose while the initial rate of reaction drops beyond 3% (w/w) enzyme dose. A similar type of correlation for conversion rate in terms of the amount of enzyme catalyst used was witnessed for the synthesis of ethyl-3-phenylpropanoate [24]. The behavior of excess optimum amount of immobilized lipase for higher conversion has also been reported [25].…”

Section: Effect Of Enzyme Loadingsupporting

confidence: 53%

Enzymatic synthesis of cosmetic grade wax ester in solvent free system: optimization, kinetic and thermodynamic studies

Jaiswal

Rathod

2019

SN Appl. Sci.

View full text Add to dashboard Cite

The enzymatic synthesis of cetyl caprate, a cosmetic grade ester was studied by esterification of cetyl alcohol and capric acid using Fermase CALB™10000 under solvent free condition. The process parameters namely, temperature, enzyme loading, molar ratio, agitation speed have been investigated and optimized to attain maximum yield of cetyl caprate. The maximum yield of 91.9% was obtained in 80 min under optimized conditions of 50 °C temperature, 3% enzyme loading, capric acid:cetyl alcohol ratio of 1:3, and 200 rpm stirring speed. The enzyme operational stability study reveals that enzyme can retain its original activity for the synthesis of cetyl caprate and could be reused up to five to six times without any notable loss of catalytic activity. The kinetics of the reaction was derived by employing non-linear regression consideration, and the experimental results and kinetic evaluation showed that reaction obeys ping-pong bi-bi model. The kinetic parameters, V max = 21.886 M/min/g catalyst, K A = 1.194 × 10 −2 M, K B = 8.4512 M, K iA = 2.02 × 10 −2 M, K iB = 3.55 × 10 −4 M and SSE = 4.31 × 10 −5 measured from initial rate data were used to replicate experimental results with good agreement. The thermodynamic parameters, i.e., change in enthalpy, Gibb's free energy, change in entropy was evaluated at different operating temperatures. Thus, current research work strikes a significant imprint in the cosmetic industry by synthesizing green and natural product using biocatalysis under solvent free condition.

show abstract

“…It is hard to achieve proper targeting and absorption speed control through the oral administration of hydrophilic drugs [146][147][148][149]. In order to solve these problems, acryl-type polymers or pH-sensitive polymers have been developed for extended or delayed release control, respectively [150][151][152][153][154].…”

Section: Medical Applicationsmentioning

confidence: 99%

Recently developed applications for natural hydrophilic polymers

Halake

Kim

Birajdar

et al. 2016

Journal of Industrial and Engineering Chemistry

View full text Add to dashboard Cite

Kinetics and mechanism of regioselective monoacetylation of 3-aryloxy-1,2-propandiols using immobilized Candida antarctica lipase

Cited by 15 publications

References 59 publications

Biocatalytic synthesis of vitamin A palmitate using immobilized lipase produced by recombinant Pichia pastoris

Biocatalytic synthesis of vitamin A palmitate using immobilized lipase produced by recombinant Pichia pastoris

Enzymatic synthesis of cosmetic grade wax ester in solvent free system: optimization, kinetic and thermodynamic studies

Recently developed applications for natural hydrophilic polymers

Contact Info

Product

Resources

About