Specificity of papaya lipase in esterification of aliphatic alcohols a comparison with microbial lipases

Gandhi, Neena N.; Mukherjee, Kumar D.

doi:10.1007/s11746-001-0237-8

Cited by 21 publications

(10 citation statements)

References 27 publications

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“…Therefore, low-calorie triglycerides and other structured TAG were synthesized via papaya lipase-catalyzed interesterification of natural oils and fats with commercial purified FA or pure alkyl FA esters [14][15][16][17]. In addition, the specificity of the papaya lipase in the esterification of aliphatic alcohols with free FA was reported and compared with microbial lipases [18][19][20]. However, to the best of our knowledge, only few studies reported the alcoholysis of aliphatic alcohols with homogeneous TAG catalyzed by papaya lipase [21,22], and publications describing the enzymatic alcoholysis of natural oils and fats using papain are very rare in the literature [23].…”

Section: Introductionmentioning

confidence: 99%

Enzymatic synthesis of medium‐chain triacylglycerols by alcoholysis and interesterification of copra oil using a crude papain lipase preparation

Caro

Turon

Villeneuve

et al. 2004

Euro J Lipid Sci & Tech

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We have examined the possibility of producing analogs of medium-chain triglycerides (MCT) from copra oil, i.e. a triacylglycerol mixture with a high content of medium-chain fatty acid moieties (C 6 -C 10 ). A two-step enzymatic process was used in which copra triacylglycerols were first split with papain lipase by alcoholysis with an alkyl alcohol and then subjected to interesterification with the alkyl esters recovered using papain lipase. Effects of temperature, water activity/content, substrate ratio, biocatalyst amount, and alcohol chain length were also investigated. On the one hand, the sn-3 stereoselectivity of the lipase in the alcoholysis of copra oil with butanol has permitted a direct enrichment of caproic, caprylic and capric moieties in the synthesized butyl esters. Thus, in the batch reactor, the reaction led to about 31% conversion of the oil after 24 h, and the content of C 6 -C 10 acids in the synthesized esters increased from about 16% in the starting oil to almost 42%. A similar enzymatic alcoholysis in a packed-bed column bioreactor gave 31% conversion of the oil after 120 min of reactor residence time. The reaction was also very selective because the C 6 -C 10 fatty acyl groups represented about half of the newly formed butyl esters, whereas they accounted for only 16% of total fatty acids in the starting oil. On the other hand, the transesterification of the alkyl esters recovered (highly enriched in C 6 -C 10 fatty acyl groups) with native copra oil directly led to an increase in the content of MCT in the oil, from 18 mol-% at the beginning of the reaction to 61 mol-% of MCT after a time period of 72 h in the batch reactor.

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Section: Introductionmentioning

confidence: 99%

Enzymatic synthesis of medium‐chain triacylglycerols by alcoholysis and interesterification of copra oil using a crude papain lipase preparation

Caro

Turon

Villeneuve

et al. 2004

Euro J Lipid Sci & Tech

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“…Verificou-se que a lipase apresentou maior atividade de esterificação sempre em meio reacional com uma mistura de ácidos carboxílicos de cadeia curta (C4-C12) e em mistura de álcoois primários também de cadeia curta (C4-C8) 35 . Em contrapartida, foi inativa frente a uma mistura equimolar de álcoois insaturados de cadeia longa 36 (Tabela 4). Essa enzima mostrou ter preferência por ácidos insaturados, cis-5 e cis-9, quando comparados com cis-4, cis-6 ou cis-8, em reações de esterificação com 1-butanol.…”

Section: Caracterização E Aplicações Em Reação De Sínteseunclassified

“…Para essa lipase os maiores rendimentos (85%) foram para os álcoois de cadeias curtas (< C8) e os menores (22%), para os de cadeias longas (> C10) 36 , enquanto que para as lipases microbianas os rendimentos foram elevados (90-100%) para todos os álcoois (C4-16 e C18:1, C18:2, C18:3).…”

Section: Quando Comparada Com Lipases Microbianas (Lipase B Deunclassified

“…Dessa forma, preserva-se a posição 2 do glicerol, predominantemente rica em ácidos graxos essenciais na maioria dos óleos vegetais 3 e de maior biodisponibilidade, por corresponder à posição mais facilmente absorvida pelo organismo, na forma de monoacilglicerol 36,38 . Esses novos compostos formados são comumente denominados de triacilgliceróis estruturais e contêm, nas posições 1 e/ou 3, ácidos graxos residuais de cadeias curtas (<C10), que são facilmente metabolisados no organismo humano 39 .…”

Section: Quando Comparada Com Lipases Microbianas (Lipase B Deunclassified

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Lipases de látex vegetais: propriedades e aplicações industriais

Paques

Macedo

2006

Quím. Nova

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Recebido em 13/10/04/; aceito em 20/4/05; publicado na web em 10/8/05PLANT LIPASES FROM LATEX: PROPERTIES AND INDUSTRIAL APPLICATIONS. Biocatalysts have innumerous advantages with respect to classical chemical processes, such as high specificity. Lipases (EC 3.1.1.3) are biocatalysts with large application in synthesis and hydrolysis reactions of triacylglycerols. The search for new sources of lipases has been intensified in the last years due to the high cost of microbial and animal lipases, wich restricts their use on an industrial scale. Lipases obtained from the latex of Carica papaya, Carica pentagona, Euphorbia characias, E. wulfenii, known for their proteolytic properties, are a good alternative source. In this review, we describe the well-known sources of vegetal lipases extracted from the latex and present some of their industrial applications.

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“…However, plant origin lipase has not or less been explored yet, although some plant extracts have been studied and showed lipolytic activities . Carica papaya latex is well known as a source of protease, some previous studies shown it has lipase activity (Giordani et al, 1991;Villeneuve et al, 1995;Mukherjee and Kiewitt, 1996;Gandi andMukherjee, 2000, Suhardi et al, 2004;Indrati et al 2004). Several studies on rice bran have also found lipase activity (Funatsu et al, 1971;Herawan, 2004, Hutomo et al, 2002.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Fatty Acid Methyl Ester from Palm Oil using Crude Lipase from Papaya Latex and Rice Bran

Indrati

Hastuti

Tranggono

et al. 2006

13th World Congress of Food Science &Amp; Technology

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The ability of crude lipase from papaya latex (CPL) and from rice bran (RBL) to catalyze trans-esterification of palm oil with methanol to produce fatty acid methyl Esters (FAMEs) were investigated. The work had two objectives: (a) to study the effect of temperature, reaction time and ratio of freeze dried Carica papaya latex (CPL) and defatted rice bran (RBL) to oil on the formation of FAME from palm oil through lipase-catalyzed methanolysis using response surface methodology (RSM) approach to determine the optimum process condition, (b) to evaluate of scaling up of batch process up to 4500 g of palm oil used and continuous process using packed bed reactor. The optimum condition for enzymatic synthesis of FAME by CPL was found to be at 55.13 0 C, with the ratio of CPL to oil 15.95:100. Methanol was added into oil by stepwise, three times every 4 hours, the reaction was continued until 24 hours. The FAME formed in this optimum condition found to be 21,73 %. Using RBL, the optimum condition for synthesis of FAME found to be at 61.7 0 C with the ratio of RBL to oil 16.9:100. Methanol was added into oil by stepwise, three times every 4 hours, and the reaction was continued until 54 hours. The FAME formed at this optimum condition found was 21.74%. Scaling up process using palm oil from 45 up to 4500 g giving FAME formed around 80% and 20 % for CPL and RBL, respectively. However, further investigation on continuous process need to be established.Key word: palm oil, methanol, Carica papaya lipase, rice bran lipase, fatty acid methyl ester

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Specificity of papaya lipase in esterification of aliphatic alcohols a comparison with microbial lipases

Cited by 21 publications

References 27 publications

Enzymatic synthesis of medium‐chain triacylglycerols by alcoholysis and interesterification of copra oil using a crude papain lipase preparation

Enzymatic synthesis of medium‐chain triacylglycerols by alcoholysis and interesterification of copra oil using a crude papain lipase preparation

Lipases de látex vegetais: propriedades e aplicações industriais

Synthesis of Fatty Acid Methyl Ester from Palm Oil using Crude Lipase from Papaya Latex and Rice Bran

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