Mesomorphic Behaviour of Saturated and Monounsaturated C18 and C22 Fatty Acid Esters of Cholesterol

Slavomír Pirkl

doi:10.1135/cccc19940833

Mesomorphic Behaviour of Saturated and Monounsaturated C18 and C22 Fatty Acid Esters of Cholesterol

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19940833 ◽

1994 ◽

Vol 59 (4) ◽

pp. 833-840

Author(s):

Slavomír Pirkl

Keyword(s):

Phase Transitions ◽

Fatty Acid ◽

Fatty Acid Esters ◽

Aliphatic Esters ◽

Acid Esters

The phase transitions and effective optical rotary power of saturated and monounsaturated aliphatic esters of cholesterol with 18 and 22 carbon atoms in the chain have been described. The effect of cis/trans isomerism on these properties is discussed.

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Ultrasound-Assisted Method for the Synthesis of Tertiary Fatty Aliphatic Esters with Potential Antimicrobial Activity

Biointerface Research in Applied Chemistry ◽

10.33263/briac106.68296836 ◽

2020 ◽

Vol 10 (6) ◽

pp. 6829-6836

Keyword(s):

Fatty Acid ◽

Reaction Time ◽

Conventional Method ◽

Ultrasonic Irradiation ◽

Spectroscopic Studies ◽

Fatty Acid Esters ◽

Aliphatic Esters ◽

Ultrasound Assisted ◽

The Impact ◽

Acid Esters

This study aims to demonstrate a simple and rapid “green” method for the ultrasound-assisted synthesis of t-aliphatic esters by reacting t -butanol with saturated (capric, lauric, palmitic) and unsaturated (oleic and undecylenic) acids. The spectral characterization of esters was performed by IR and NMR spectroscopies. The impact of ultrasonic irradiation on the reaction in comparison with the conventional method was analyzed based on the reaction time and the yield of the resulting esters. After spectroscopic studies, the synthesis of the corresponding esters after the ultrasound-assisted irradiation was proven. The yields of the t-butyl fatty acid esters increased between 2 and 10% in comparison with the conventional method for their synthesis. It was also established that the application of ultrasonic irradiation intensifies the esterification process significantly compared to the conventional method. The advantages of the ultrasound-assisted esterification include shortening the reaction time; the process is carried out at room temperature instead of at the conventional reaction temperature 67-70oC. The application of ultrasonic-assisted irradiation for esterification is a suitable and promising method to reduce energy consumption, shortening the reaction time, and increasing the yield of t -butyl fatty acid esters.

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Development of the determination methods of fatty acid esters of chloropropanediols in fat-rich foods

Chinese Journal of Chromatography ◽

10.3724/sp.j.1123.2012.09002 ◽

2014 ◽

Vol 31 (2) ◽

pp. 95-101

Author(s):

Xiaobo YAN ◽

Shaoming WU ◽

Nan LI ◽

Huadong LV ◽

Wusheng FU

Keyword(s):

Fatty Acid ◽

Fatty Acid Esters ◽

Determination Methods ◽

Acid Esters

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The occurrence of long chain polyprenols in leaves of plants of Rosaceae family and their isolation by time-extended liquid chromatography

Biochemistry and Cell Biology ◽

10.1139/o92-068 ◽

1992 ◽

Vol 70 (6) ◽

pp. 448-454 ◽

Cited By ~ 9

Author(s):

Ewa Świeżewska ◽

T. Chojnacki ◽

W. J. Jankowski ◽

K. Singh ◽

J. Olsson

Keyword(s):

Liquid Chromatography ◽

Fatty Acid ◽

Large Scale ◽

Fatty Acid Esters ◽

Large Scale Preparation ◽

Scale Preparation ◽

Wet Weight ◽

Rosaceae Family ◽

Acid Esters ◽

Long Chain

The long chain polyprenols composed of 30 and more isoprene units from leaves of plants belonging to the genera Potentilla and Rosa have been described. They occur in the form of fatty acid esters. The composition of polyprenol mixture was species dependent and its content reached ca. 0.5% wet weight. Large scale preparation of individual polyprenols from a natural polyprenol mixture was performed using time-extended liquid chromatography on the hydrophobic gel Lipidex-5000.Key words: long chain polyprenols, Rosaceae.

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Separation of Fatty Acid Dimethyl Esters on an Ionic Liquid Gas Chromatographic Column

Journal of Chromatographic Science ◽

10.1093/chromsci/bmaa097 ◽

2020 ◽

Author(s):

R E Pauls ◽

B Pease

Keyword(s):

Ionic Liquid ◽

Fatty Acid ◽

Stationary Phases ◽

Carbon Number ◽

Fatty Acid Esters ◽

Reaction Products ◽

Isomer Separation ◽

Metathesis Reaction ◽

Polydimethyl Siloxane ◽

Acid Esters

Abstract An ionic liquid (IL) 111 column was compared with other commonly employed stationary phases including polydimethyl siloxane and polyethylene glycol for the separation of fatty acid monomethyl and dimethyl esters. The fatty acid esters employed in this study were derived from metathesis reactions of vegetable oils both with and without olefins. The IL 111 column demonstrated enhanced performance compared with conventional columns for the separation of these esters. These advantages included significantly enhanced retention of dimethyl esters relative to monomethyl esters, excellent cis/trans isomer separation and the ability to analyze higher carbon number dimethyl esters. As a result, these columns are highly suited for the analysis of mixtures of mono- and dimethyl fatty acid esters found in lipid metathesis reaction products or to determine monofunctional impurities in samples of commercial dimethyl esters.

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