GRADIENT REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF SATURATED, UNSATURATED AND OXYGENATED FREE FATTY-ACIDS AND THEIR METHYL-ESTERS

被引:52
作者
LIN, JT
MCKEON, TA
STAFFORD, AE
机构
[1] Western Regional Research Center, U.S. Department of Agriculture, Albany
关键词
D O I
10.1016/0021-9673(95)00089-6
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Reversed-phase C-18 high-performance liquid chromatography (HPLC) separation of 49 free fatty acids and their methyl esters is reported here. Separation is achieved using methanol/water gradients and detection by either UV absorbance or evaporative light scattering. The factors decreasing retention times are: keto group, hydroxy group, epoxy group, triple bond, shortened chain length (C2H4 shorter), cyclopropenyl group, double bond, and cyclopropanyl group, in approximate correspondence to the order of their decreasing polarity. Fatty acids with cis-double bond, cis-epoxy and threo-dihydroxy substituents elute slightly earlier than the corresponding trans-double bond, trans-epoxy and erythro-dihydroxy fatty acids. These geometric isomers are better separated as free fatty acids than their methyl esters. For monounsaturates, cis-double bond at C-10 of the methyl ester of octadecenoic acid decreased the retention times most, with slightly increasing retention time as the double bond shifts toward either end of the chain. The trans-double bond of methyl esters of octadecenoic acids showed similar results. The effect of single double bond position in the HPLC of free octadecenoic acids is similar except the shortest retention time occurs when the double bond is at C-11. Two of the C-18 columns in series achieve the separation of double bond positional isomers (free fatty acids), cis-7-octadecenoic acid and petroselinic acid (cis-6) at a resolution R(s) = 1.05.
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页码:85 / 91
页数:7
相关论文
共 19 条
[1]  
AVELDANO MI, 1983, J LIPID RES, V24, P83
[2]   SEPARATION OF UNDERIVATIZED C-20 FATTY-ACIDS BY REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].
BATTA, AK ;
DAYAL, V ;
COLMAN, RW ;
SINHA, AK ;
SHEFER, S ;
SALEN, G .
JOURNAL OF CHROMATOGRAPHY, 1984, 284 (01) :257-260
[3]   ANALYTICAL-SCALE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF OMEGA-3 FATTY-ACID ESTERS DERIVED FROM FISH OILS [J].
BEEBE, JM ;
BROWN, PR ;
TURCOTTE, JG .
JOURNAL OF CHROMATOGRAPHY, 1989, 468 :225-233
[4]   LIQUID-CHROMATOGRAPHIC STUDIES FOR ESSENTIAL FATTY-ACIDS ON A COMMERCIAL ALKYL PHENYL BONDED SILICA COLUMN [J].
CHING, CB ;
HIDAJAT, K ;
RAO, MS .
CHROMATOGRAPHIA, 1993, 35 (7-8) :399-402
[5]   REVERSED PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC STUDIES FOR HOMOLOGOUS SERIES OF POLYUNSATURATED FATTY-ACIDS ON A COMMERCIAL MU-BONDAPAK FREE FATTY-ACID COLUMN [J].
CHING, CB ;
HIDAJAT, K ;
RAO, MS .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1993, 16 (02) :527-540
[6]  
CHRISTIE WW, 1987, HIGH PERFORMANCE LIQ, P144
[7]   SEPARATION AND QUANTITATION OF HYDROXY AND EPOXY FATTY-ACIDS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY WITH AN EVAPORATIVE LIGHT-SCATTERING DETECTOR [J].
GERARD, HC ;
MOREAU, RA ;
FETT, WF ;
OSMAN, SF .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1992, 69 (04) :301-304
[8]  
Henke H., 1980, Journal of High Resolution Chromatography and Chromatography Communications, V3, P69, DOI 10.1002/jhrc.1240030204
[9]  
Hirsinger F., 1989, OIL CROPS WORLD, P518
[10]   GRADIENT C18 HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF GIBBERELLINS [J].
LIN, JT ;
STAFFORD, AE ;
STEFFENS, GL ;
MUROFUSHI, N .
JOURNAL OF CHROMATOGRAPHY, 1991, 543 (02) :471-474