CHROMATOGRAPHIC DETERMINATION OF THE POSITION AND CONFIGURATION OF ISOMERS OF METHYL OLEATE HYDROPEROXIDES

被引:10
作者
BORTOLOMEAZZI, R
PIZZALE, L
LERCKER, G
机构
[1] UNIV FIRENZE,DISTAM,VIA DONIZETTI 6,I-50144 FLORENCE,ITALY
[2] UNIV UDINE,IST TECNOL ALIMENTARI,I-33100 UDINE,ITALY
来源
JOURNAL OF CHROMATOGRAPHY | 1992年 / 626卷 / 01期
关键词
D O I
10.1016/0021-9673(92)85334-P
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Oxygen can react with organic substrates (RH) to yield hydroperoxides, which in many instances are the first products of oxidation to be analytically isolated. A study of the structure of hydroperoxides could elucidate the reaction mechanisms activated during the first steps of oxidation processes. The simplest structural model used in the study of oxidation mechanisms of fats is methyl oleate. In this work the structures of methyl oleate hydroperoxides (MOHPs) were determined by gas chromatography-ion-trap detector mass spectrometry (GC-ITD-MS) of the corresponding hydroxystearates (MSHs). The hydroperoxides were reduced to methyl hydroxyoctadecenoates (MOHs), which were separated into the cis and trans fractions by argentation thin-layer chromatography. By hydrogenation of the double bond the cis- and trans-MOHs were reduced to MSHs for GC-ITD-MS analysis. Methods to isolate and determine the positional isomers of MOHPs were tested. The analytical techniques used were preparative high-performance liquid chromatography and GC-ITD-MS, solid-phase extraction-GC-ITD-MS and direct GC-ITD-MS.
引用
收藏
页码:109 / 116
页数:8
相关论文
共 8 条
  • [1] CHAN HWS, 1977, CHEM IND-LONDON, P692
  • [2] DALLAS MSJ, 1977, LEBENSM WISS TECHNOL, V10, P328
  • [3] ANALYSIS OF AUTOXIDIZED FATS BY GAS CHROMATOGRAPHY-MASS SPECTROMETRY - .1. METHYL OLEATE
    FRANKEL, EN
    NEFF, WE
    ROHWEDDER, WK
    KHAMBAY, BPS
    GARWOOD, RF
    WEEDON, BCL
    [J]. LIPIDS, 1977, 12 (11) : 901 - 907
  • [4] ALLYLIC HYDROPEROXIDES FROM AUTOXIDATION OF METHYL OLEATE
    GARWOOD, RF
    KHAMBAY, BPS
    WEEDON, BCL
    FRANKEL, EN
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (11) : 364 - 365
  • [5] GROSCH W, 1984, GERICHTL CHEM, V38, P81
  • [6] LERCKER G, 1978, REV FR CORPS GRAS, V5, P227
  • [7] PALLOTTA U, 1970, Rivista Italiana delle Sostanze Grasse, V47, P472
  • [8] PIRETTI MV, 1969, RIV ITAL SOSTANZE GR, V46, P652