Molecular dynamics simulation study of lipase-catalyzed esterification of structural butanol isomers in supercritical carbon dioxide

Cheong Hoon Kwon, Jeong Yeong Jeong, Kwang Ho Song, Seon Wook Kim, Jeong Won Kang

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1 Citation (Scopus)

Abstract

Lipase-catalyzed esterification of structural butanol isomers and n-butyric acid was investigated in supercritical, carbon dioxide, The experiments were performed in a high pressure cell for 5 hrs with a stirring rate of 150 rpm at 323.1.5 K and 1.30 bar. The Candida Antarctica lipase B (CALB) was used in whole system as a catalyst. The experimental results were analyzed by GC-FID using a INNOWax capillary column. The conversion yield and the tendency of the esterification in supercritical carbon dioxide were compared with estimated results by molecular dynamics simulation. Based on the Ping-Pong Bi-Bi mechanism with competitive inhibition, each step of the reaction was optimized; using this result the transition state was predicted. Conformational preference of isomers was also analyzed using molecular dynamics simulations. This kind of approach, will be further extended to the prediction of enzyme-catalyzed reactions using computers.

Original languageEnglish
Pages (from-to)643-649
Number of pages7
JournalJournal of the Korean Industrial and Engineering Chemistry
Volume18
Issue number6
Publication statusPublished - 2007 Dec 1

Fingerprint

Butanols
Lipases
Esterification
Lipase
Butenes
Carbon Dioxide
Isomers
Molecular dynamics
Carbon dioxide
Butyric acid
Butyric Acid
Candida
Computer simulation
Enzymes
Catalysts
Experiments
Candida antarctica lipase B

Keywords

  • CALB
  • Esterification
  • Molecular simulation
  • Structural butanol isomers
  • Supercritical carbon dioxide

ASJC Scopus subject areas

  • Chemical Engineering(all)

Cite this

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title = "Molecular dynamics simulation study of lipase-catalyzed esterification of structural butanol isomers in supercritical carbon dioxide",
abstract = "Lipase-catalyzed esterification of structural butanol isomers and n-butyric acid was investigated in supercritical, carbon dioxide, The experiments were performed in a high pressure cell for 5 hrs with a stirring rate of 150 rpm at 323.1.5 K and 1.30 bar. The Candida Antarctica lipase B (CALB) was used in whole system as a catalyst. The experimental results were analyzed by GC-FID using a INNOWax capillary column. The conversion yield and the tendency of the esterification in supercritical carbon dioxide were compared with estimated results by molecular dynamics simulation. Based on the Ping-Pong Bi-Bi mechanism with competitive inhibition, each step of the reaction was optimized; using this result the transition state was predicted. Conformational preference of isomers was also analyzed using molecular dynamics simulations. This kind of approach, will be further extended to the prediction of enzyme-catalyzed reactions using computers.",
keywords = "CALB, Esterification, Molecular simulation, Structural butanol isomers, Supercritical carbon dioxide",
author = "Kwon, {Cheong Hoon} and Jeong, {Jeong Yeong} and Song, {Kwang Ho} and Kim, {Seon Wook} and Kang, {Jeong Won}",
year = "2007",
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journal = "Applied Chemistry for Engineering",
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TY - JOUR

T1 - Molecular dynamics simulation study of lipase-catalyzed esterification of structural butanol isomers in supercritical carbon dioxide

AU - Kwon, Cheong Hoon

AU - Jeong, Jeong Yeong

AU - Song, Kwang Ho

AU - Kim, Seon Wook

AU - Kang, Jeong Won

PY - 2007/12/1

Y1 - 2007/12/1

N2 - Lipase-catalyzed esterification of structural butanol isomers and n-butyric acid was investigated in supercritical, carbon dioxide, The experiments were performed in a high pressure cell for 5 hrs with a stirring rate of 150 rpm at 323.1.5 K and 1.30 bar. The Candida Antarctica lipase B (CALB) was used in whole system as a catalyst. The experimental results were analyzed by GC-FID using a INNOWax capillary column. The conversion yield and the tendency of the esterification in supercritical carbon dioxide were compared with estimated results by molecular dynamics simulation. Based on the Ping-Pong Bi-Bi mechanism with competitive inhibition, each step of the reaction was optimized; using this result the transition state was predicted. Conformational preference of isomers was also analyzed using molecular dynamics simulations. This kind of approach, will be further extended to the prediction of enzyme-catalyzed reactions using computers.

AB - Lipase-catalyzed esterification of structural butanol isomers and n-butyric acid was investigated in supercritical, carbon dioxide, The experiments were performed in a high pressure cell for 5 hrs with a stirring rate of 150 rpm at 323.1.5 K and 1.30 bar. The Candida Antarctica lipase B (CALB) was used in whole system as a catalyst. The experimental results were analyzed by GC-FID using a INNOWax capillary column. The conversion yield and the tendency of the esterification in supercritical carbon dioxide were compared with estimated results by molecular dynamics simulation. Based on the Ping-Pong Bi-Bi mechanism with competitive inhibition, each step of the reaction was optimized; using this result the transition state was predicted. Conformational preference of isomers was also analyzed using molecular dynamics simulations. This kind of approach, will be further extended to the prediction of enzyme-catalyzed reactions using computers.

KW - CALB

KW - Esterification

KW - Molecular simulation

KW - Structural butanol isomers

KW - Supercritical carbon dioxide

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