STEREOISOMERIC FLAVOR COMPOUNDS .69. STEREODIFFERENTIATION OF DELTA(GAMMA)-LACTONES C-8-C-18 IN DAIRY-PRODUCTS, MARGARINE AND COCONUT

被引:28
作者
LEHMANN, D [1 ]
MAAS, B [1 ]
MOSANDL, A [1 ]
机构
[1] UNIV FRANKFURT,BIOZENTRUM,INST LEBENSMITTELCHEM,D-60439 FRANKFURT,GERMANY
来源
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG | 1995年 / 201卷 / 01期
关键词
D O I
10.1007/BF01193201
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
The enantiomeric distributions of delta- and gamma-lactones from dairy products are determined by enantioselective multidimensional gas chromatography. By using heptakis(2,3-di-O-acetyl-6-O-TBDMS)-beta-cyclodextrin as the chiral main column, the simultaneous stereodifferentiation of the delta- and gamma-lactones C-13-C-18 is reported for the first time. Genuine lactones of dairy products preferably occur as (R)-enantiomers. Flavoured margarine and coconut are analysed and discussed. Reference compounds are synthesized as racemates and separated by enantioselective HPLC into the enantiomers. Chiral compounds of characteristic enantiomeric ratios are detected irrespective of the manufacturing processes used.
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页码:55 / 61
页数:7
相关论文
共 29 条
[1]  
BARCO A, 1973, SYNTHESIS-STUTTGART, P316
[2]   TRACE CONSTITUENTS OF BUTTERFAT [J].
BOLDINGH, J ;
TAYLOR, RJ .
NATURE, 1962, 194 (4832) :909-&
[3]  
BOORMANN EJ, 1993, J CHEM SOC, P577
[4]   Investigations of the olefinic acids Part V The influence of bases on the condensation of aldehydes and malonic acid, and a note on the Knoevenagel reaction [J].
Boxer, SE ;
Linstead, RP .
JOURNAL OF THE CHEMICAL SOCIETY, 1931, :740-751
[5]  
COREY EJ, 1975, TETRAHEDRON LETT, P2647
[6]   OCCURRENCE AND BIOCHEMICAL ORIGIN OF ALIPHATIC LACTONES IN MILK FAT - A REVIEW [J].
DIMICK, PS ;
WALKER, NJ ;
PATTON, S .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1969, 17 (03) :649-+
[7]   PREVALENCE OF ALIPHATIC DELTA-LACTONES OR THEIR PRECURSORS IN ANIMAL FATS [J].
DIMICK, PS ;
PATTON, S ;
KINSELLA, JE ;
WALKER, NJ .
LIPIDS, 1966, 1 (06) :387-+
[8]   EFFECT OF ENVIRONMENTAL FACTORS ON MONOCARBONYL POTENTIAL IN FRESH BOVINE MILK FAT [J].
DIMICK, PS ;
WALKER, HM .
JOURNAL OF DAIRY SCIENCE, 1968, 51 (04) :478-&
[9]  
ELSINGER F, 1965, ORG SYNTH, V45, P7