Preparation of esters resembling natural waxes by lipase-catalyzed reactions

Mukherjee, Kumar D.; Kiewitt, Irmgard

doi:10.1021/jf00084a052

Cited by 38 publications

(22 citation statements)

References 4 publications

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“…Several reviews have been recently written on the positial application of lipases . As a matter of fact, wax-ester synthesis has been mentioned only in a few papers [28]. The main interest in these cases was the possibility to obtain high quality products without any purification.…”

Section: Introductionmentioning

confidence: 99%

Enzymatic synthesis of some Wax‐esters

et al. 1996

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The Mucor miehei lipase, immobilized on a macroporous anion-exchange resin (Lipozyme TM), was used to catalyze esterification and interesterification for the synthesis of wax-esters. The first series of saturated esters, from 20 to 28 carbon atoms, were obtained with more than 80% yield. These esters are liquid up to 24 carbon atoms. Monounsaturated wax-esters from 28 to 36 carbon atoms, were synthesized with yields greater than 70%. With few exceptions all these compounds are liquid up to 34 carbon atoms. Attempts of alcoholysis involving the ricinoleyl chain, revealed the remarkable selectivity of Lipozyme. Primary esters were found to be the sole reaction products (yields from 79 to 81.5%). It was possible to prepare diesters from octanediol and suberic acid with good yields (84-92%). Unfortunately yields were moderate in the synthesis of monoesters. 1,2-alkanediol monolaurates were easily and selectively synthesized, but with a low yield. A fair amount of secondary ester was found besides the expected primary ester. A mechanism involving an equilibrium between both esters via a cyclic intermediate accounted for the acyl migration.

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Section: Introductionmentioning

confidence: 99%

Enzymatic synthesis of some Wax‐esters

et al. 1996

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“…Wax esters are an important class of fine organics that are widely used in cosmetic, pharmaceutical and lubricant industries (Wiling, 1996;Decagny et al 1998;GomaDoncescu and Legoy, 1997;Mukerjee and Kiewitt, 1988;De et al 1999). Special characteristics of non-toxicity, good fat soluble properties and excellent wetting behaviour at interfaces make them very special to be used in cosmetic formulations (cleansers, conditioners and moisturizers) (Peter and Robert, 2001).…”

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confidence: 99%

High performance enzymatic synthesis of oleyl oleate using immobilised lipase from Candida antartica

Radzi¹,

Basri²,

Salleh³

et al. 2005

Electron. J. Biotechnol.

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“…Enzymatic transesterification has shown to be a good alternative at laboratory scale, and it might be scaled-up for bioethanol plants. Enzymatic reactions using lipases have been reported to give good yields of methyl esters with different raw materials (Mukherjee, 1988, Breivik et al, 1997, Shimada et al, 1997, Shimada et al, 1998, Uosukainen et al, 1999, Wu et al, 1999, Vacek et al, 2000, Soumanou and Bornscheuer, 2003, Shah et al, 2004, Zhang et al, 2003.…”

Section: New Trendsmentioning

confidence: 99%

Production of biodiesel from vegetable oils

Cerveró¹,

Coca²,

Luque³

2008

Grasas y Aceites

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RESUMEN Producción de biodiésel a partir de aceites vegetalesEl biodiésel se produce mediante la transesterificación de triglicéridos, presentes en grasas animales o aceites vegetales, en un proceso en el que un alcohol de bajo peso molecular desplaza a la glicerina. La mezcla de esteres así resultante posee unas propiedades físico-químicas similares a las del diésel procedente de petróleo. En este artículo se revisan las vías de síntesis de biodiésel mediante la transesterificación catalítica de aceites vegetales. Aunque actualmente a escala industrial solo se producen ésteres metí-licos, también se ha considerado el uso de etanol, ya que éste se obtiene también de fuentes renovables, generando así un combustible más limpio y biocompatible. PALABRAS-CLAVE: Biodiésel -Ésteres de ácidos grasos -Transesterificación -Triglicéridos. SUMMARY Production of biodiesel from vegetable oilsBiodiesel is produced by transesterification of triglycerides present in animal fat or vegetable oils, by displacing glycerine with a low molar mass alcohol. This resulting ester mixture has physico-chemical properties similar to those of petroleum diesel. This paper reviews the synthetic paths that lead to biodiesel by means of the catalytic transesterification of vegetable oils. Although methyl esters are at present the only ones produced at industrial scale, the use of ethanol, which can also be obtained from renewable resources, has been considered, since it would generate a cleaner and more biocompatible fuel.

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Preparation of esters resembling natural waxes by lipase-catalyzed reactions

Cited by 38 publications

References 4 publications

Enzymatic synthesis of some Wax‐esters

Enzymatic synthesis of some Wax‐esters

High performance enzymatic synthesis of oleyl oleate using immobilised lipase from Candida antartica

Production of biodiesel from vegetable oils

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