Effect of polymer matrices of gels bearing a sulfo group on their catalytic properties for acetalization of glycerol to solketal and esterification of oleic acid to ethyl oleate

To determine whether damage to the intestinal mucosa by oleic acid causes the suppression of food intake observed in response to intraintestinal infusion of the fatty acid, we measured lactate dehydrogenase (LDH) activity, a marker for cell damage, in the intestinal lumen after intestinal infusion of fatty acid under conditions similar to those employed in studies of eating behavior. Infusions of 25 or 51 mM sodium oleate (neutralized oleic acid) markedly and rapidly increased LDH activity, whereas infusions of saline had little or no effect. Infusion of octanoate, which has been reported to be ineffective in reducing eating behavior, did not increase intestinal LDH activity relative to saline infusion. Similarly, infusion of ethyl oleate or free (nonneutralized) oleic acid neither increased luminal LDH activity nor suppressed food intake. Infusion of sodium oleate also produced a strong conditioned aversion to sucrose. The results strongly suggest that the suppression of food intake induced by intraintestinal infusion of sodium oleate is due to the injurious effects of this unphysiological form of the fatty acid.

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Spectrophotometric Studies of the Oxidation of Fats. I. Oleic Acid, Ethyl Oleate and Elaidic Acid1

Journal of the American Chemical Society ◽

10.1021/ja01224a022 ◽

1945 ◽

Vol 67 (8) ◽

pp. 1285-1292 ◽

Cited By ~ 29

Author(s):

Ralph T. Holman ◽

Walter O. Lundberg ◽

Walter M. Lauer ◽

George O. Burr

Keyword(s):

Oleic Acid ◽

Ethyl Oleate

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Action of Lead Tetraacetate upon Hydroxylated Fat Acids and Related Compounds. I. Hydroxylated Oleic Acid, Ethyl Oleate and Oleyl Alcohol1

Journal of the American Chemical Society ◽

10.1021/ja01866a014 ◽

1940 ◽

Vol 62 (9) ◽

pp. 2305-2309 ◽

Cited By ~ 18

Author(s):

John T. Scanlan ◽

Daniel Swern

Keyword(s):

Oleic Acid ◽

Ethyl Oleate ◽

Lead Tetraacetate ◽

Related Compounds

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ENZYMATIC PRODUCTION OF ETHYL OLEATE ESTER USING A LIPASE FROM CANDIDA ANTARCTICA B

HOLOS - ISSN 1807-1600 ◽

10.15628/holos.2012.911 ◽

2012 ◽

Vol 2 ◽

pp. 21

Author(s):

N. Sampaio Neta ◽

J. A. C. Cunha ◽

S. O. Sancho ◽

R. F. A. Abreu ◽

D. F. Pontes ◽

...

Keyword(s):

Oleic Acid ◽

Sodium Sulfate ◽

Ethyl Oleate ◽

Reaction Times ◽

Candida Antarctica ◽

Enzymatic Esterification ◽

Type B ◽

Enzymatic Production ◽

Wide Range ◽

Candida Antarctica B

Lipases are biocatalysts of great importance in different areas, being able to catalyze reactions in aqueous or organic media. Furthermore, these enzymes are capable of using several substrates being stable in a wide range of pH and temperatures. Lipases promote the esterification between fatty acids and ethanol producing oleate esters. The aim of this work is to produce ethyl oleate ester by enzymatic esterification of oleic acid with ethanol. A lipase from Candida antarctica type B was used at a temperature of 55 °C. The reaction was conducted using oleic acid, sodium sulfate anhydrous, lipase and ethanol, with a ratio of oleic acid (0.03 mol or 10 ml), lipase (0.1 mol or 0.01 g), sodium sulfate anhydrous (5 g) and ethanol 99 % (100 ml). Several reaction times were studied, namely 48, 72, 96 and 120 hours. Nuclear Magnetic Resonance (1H and 13C) and Infrared spectra confirmed the production of ethyl oleate ester for the studied conditions. The highest ethyl oleate production yield was obtained for 96 hours reaction time. Ethyl oleate esters have been reported to possess interesting applications in several industrial fields, such as food, aromatics, cosmetics, detergents, flavors and pharmaceuticals.

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