Enrichment of pinolenic acid from pine nut oil via lipase-catalyzed ethanolysis with an immobilized Candida antarctica lipase

Bo Mi Lee, Jong Hun Choi, Seung In Hong, Sung Won Yoon, Byung Hee Kim, Chong Tai Kim, Chul Jin Kim, Yangha Kim, In-Hwan Kim

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Pinolenic acid (PLA) enrichment as an ethyl ester from pine nut oil was successfully accomplished in a batch reactor by lipase-catalyzed ethanolysis using Novozym 435 lipase from Candida antarctica as a biocatalyst. PLA is predominantly an sn-3 substituent of the pine nut oil triacylglycerol (TAG), where it accounts for about 39 mol% of the fatty acids esterified at that position. In the presence of ethanol, Novozym 435 exhibited sn-3 regiospecificity with respect to the TAG of pine nut oil. The effect of the molar ratio of reactants on PLA enrichment by ethanolysis was investigated. The molar ratios of pine nut oil to ethanol were varied from 1:20 to 1:100. A fatty acid ethyl ester (FAEE) fraction with higher PLA content was obtained in the early stage of the reaction, although the yield of PLA was small. However, the PLA content of the FAEEs decreased with increasing reaction time, while the yield of PLA increased. The molar ratio of pine nut oil to ethanol that produced the optimum content and yield of PLA in FAEEs was 1:80.

Original languageEnglish
Pages (from-to)155-160
Number of pages6
JournalBiocatalysis and Biotransformation
Volume29
Issue number4
DOIs
Publication statusPublished - 2011 Aug 1

Fingerprint

Nuts
Candida
Lipases
Lipase
Oils
Acids
Ethanol
Fatty acids
Esters
Triglycerides
Fatty Acids
Biocatalysts
5,9,12-octadecatrienoic acid
Batch reactors
Enzymes

Keywords

  • Candida antartica
  • Ethanolysis
  • Fatty acid ethyl ester
  • Lipase
  • Pine nut oil
  • Pinolenic acid

ASJC Scopus subject areas

  • Biochemistry
  • Biotechnology
  • Catalysis

Cite this

Enrichment of pinolenic acid from pine nut oil via lipase-catalyzed ethanolysis with an immobilized Candida antarctica lipase. / Lee, Bo Mi; Choi, Jong Hun; Hong, Seung In; Yoon, Sung Won; Kim, Byung Hee; Kim, Chong Tai; Kim, Chul Jin; Kim, Yangha; Kim, In-Hwan.

In: Biocatalysis and Biotransformation, Vol. 29, No. 4, 01.08.2011, p. 155-160.

Research output: Contribution to journalArticle

Lee, Bo Mi ; Choi, Jong Hun ; Hong, Seung In ; Yoon, Sung Won ; Kim, Byung Hee ; Kim, Chong Tai ; Kim, Chul Jin ; Kim, Yangha ; Kim, In-Hwan. / Enrichment of pinolenic acid from pine nut oil via lipase-catalyzed ethanolysis with an immobilized Candida antarctica lipase. In: Biocatalysis and Biotransformation. 2011 ; Vol. 29, No. 4. pp. 155-160.
@article{44de799e3a6d42d5ba3e95ba80e6995d,
title = "Enrichment of pinolenic acid from pine nut oil via lipase-catalyzed ethanolysis with an immobilized Candida antarctica lipase",
abstract = "Pinolenic acid (PLA) enrichment as an ethyl ester from pine nut oil was successfully accomplished in a batch reactor by lipase-catalyzed ethanolysis using Novozym 435 lipase from Candida antarctica as a biocatalyst. PLA is predominantly an sn-3 substituent of the pine nut oil triacylglycerol (TAG), where it accounts for about 39 mol{\%} of the fatty acids esterified at that position. In the presence of ethanol, Novozym 435 exhibited sn-3 regiospecificity with respect to the TAG of pine nut oil. The effect of the molar ratio of reactants on PLA enrichment by ethanolysis was investigated. The molar ratios of pine nut oil to ethanol were varied from 1:20 to 1:100. A fatty acid ethyl ester (FAEE) fraction with higher PLA content was obtained in the early stage of the reaction, although the yield of PLA was small. However, the PLA content of the FAEEs decreased with increasing reaction time, while the yield of PLA increased. The molar ratio of pine nut oil to ethanol that produced the optimum content and yield of PLA in FAEEs was 1:80.",
keywords = "Candida antartica, Ethanolysis, Fatty acid ethyl ester, Lipase, Pine nut oil, Pinolenic acid",
author = "Lee, {Bo Mi} and Choi, {Jong Hun} and Hong, {Seung In} and Yoon, {Sung Won} and Kim, {Byung Hee} and Kim, {Chong Tai} and Kim, {Chul Jin} and Yangha Kim and In-Hwan Kim",
year = "2011",
month = "8",
day = "1",
doi = "10.3109/10242422.2011.590983",
language = "English",
volume = "29",
pages = "155--160",
journal = "Biocatalysis and Biotransformation",
issn = "1024-2422",
publisher = "Informa Healthcare",
number = "4",

}

TY - JOUR

T1 - Enrichment of pinolenic acid from pine nut oil via lipase-catalyzed ethanolysis with an immobilized Candida antarctica lipase

AU - Lee, Bo Mi

AU - Choi, Jong Hun

AU - Hong, Seung In

AU - Yoon, Sung Won

AU - Kim, Byung Hee

AU - Kim, Chong Tai

AU - Kim, Chul Jin

AU - Kim, Yangha

AU - Kim, In-Hwan

PY - 2011/8/1

Y1 - 2011/8/1

N2 - Pinolenic acid (PLA) enrichment as an ethyl ester from pine nut oil was successfully accomplished in a batch reactor by lipase-catalyzed ethanolysis using Novozym 435 lipase from Candida antarctica as a biocatalyst. PLA is predominantly an sn-3 substituent of the pine nut oil triacylglycerol (TAG), where it accounts for about 39 mol% of the fatty acids esterified at that position. In the presence of ethanol, Novozym 435 exhibited sn-3 regiospecificity with respect to the TAG of pine nut oil. The effect of the molar ratio of reactants on PLA enrichment by ethanolysis was investigated. The molar ratios of pine nut oil to ethanol were varied from 1:20 to 1:100. A fatty acid ethyl ester (FAEE) fraction with higher PLA content was obtained in the early stage of the reaction, although the yield of PLA was small. However, the PLA content of the FAEEs decreased with increasing reaction time, while the yield of PLA increased. The molar ratio of pine nut oil to ethanol that produced the optimum content and yield of PLA in FAEEs was 1:80.

AB - Pinolenic acid (PLA) enrichment as an ethyl ester from pine nut oil was successfully accomplished in a batch reactor by lipase-catalyzed ethanolysis using Novozym 435 lipase from Candida antarctica as a biocatalyst. PLA is predominantly an sn-3 substituent of the pine nut oil triacylglycerol (TAG), where it accounts for about 39 mol% of the fatty acids esterified at that position. In the presence of ethanol, Novozym 435 exhibited sn-3 regiospecificity with respect to the TAG of pine nut oil. The effect of the molar ratio of reactants on PLA enrichment by ethanolysis was investigated. The molar ratios of pine nut oil to ethanol were varied from 1:20 to 1:100. A fatty acid ethyl ester (FAEE) fraction with higher PLA content was obtained in the early stage of the reaction, although the yield of PLA was small. However, the PLA content of the FAEEs decreased with increasing reaction time, while the yield of PLA increased. The molar ratio of pine nut oil to ethanol that produced the optimum content and yield of PLA in FAEEs was 1:80.

KW - Candida antartica

KW - Ethanolysis

KW - Fatty acid ethyl ester

KW - Lipase

KW - Pine nut oil

KW - Pinolenic acid

UR - http://www.scopus.com/inward/record.url?scp=79960769710&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79960769710&partnerID=8YFLogxK

U2 - 10.3109/10242422.2011.590983

DO - 10.3109/10242422.2011.590983

M3 - Article

VL - 29

SP - 155

EP - 160

JO - Biocatalysis and Biotransformation

JF - Biocatalysis and Biotransformation

SN - 1024-2422

IS - 4

ER -