caa a22 4500 465765505 CHVBK 20180323111912.0 cr unu---uuuuu 170327e19900601xx s 000 0 eng 10.1007/BF02544346 doi (NATIONALLICENCE)springer-10.1007/BF02544346 Chromatographic resolution of chiral diacylglycerol derivatives: Potential in the stereospecific analysis of triacyl- sn -glycerols [Elektronische Daten] [Paivi Laakso, William Christie] Diacylglycerols have been separated as their (S)-(+)-or (R)-(−)-1-(1-naphthyl)ethyl urethanes by high performance liquid chromatography (HPLC) on a column of silica gel with 0.5% 2-propanol in hexane as the mobile phase. The elution order of components derivatized with the (S)-form of the reagent was 1,3-, followed by 1,2-, and finally 2,3-diacyl-sn-glycerols. The elution order of 1,2- and 2,3-diastereomers was reversed when the (R)-form of 1-(1-naphthyl)ethyl isocyanate was used for derivatization. Single-acid 1,2- and 2,3-diastereomers were separated to the baseline with a resolution factor from 5.2-5.7, and the resolution factor between 1,3- and 1,2- or 2,3-diacyl-sn-glycerol derivatives was more than 23. Molecular species of single-acid diacylglycerol derivatives were separated in the sequence 18∶1<18∶0<18∶2<16.0. In order to assess this methodology as part of a procedure for the stereospecific analysis of triacyl-sn-glycerols, we prepared diacyl-rac-glycerols from maize oil, evening primrose oil and egg yolk triacylglycerols by partial hydrolysis with ethyl magnesium bromide. The 1,3-, 1,2- and 2,3-diacyl-sn-glycerols as (S)-(+)-1-(1-naphthyl)ethyl urethanes were isolated and their fatty acid compositions were determined. Although this only permitted an indirect determination of the compositions of positionssn-1,-2 and-3, it was sufficient to indicate the potential of the methodology because results comparable to those published earlier were achieved. American Oil Chemists' Society, 1990 Laakso Paivi Hannah Research Institute, KA6 5HL, Ayr, Scotland aut Christie William Hannah Research Institute, KA6 5HL, Ayr, Scotland aut Lipids Springer-Verlag 25/6(1990-06-01), 349-353 0024-4201 25:6<349 1990 25 11745 https://doi.org/10.1007/BF02544346 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02544346 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Laakso Paivi Hannah Research Institute, KA6 5HL, Ayr, Scotland aut NATIONALLICENCE 700 1- Christie William Hannah Research Institute, KA6 5HL, Ayr, Scotland aut NATIONALLICENCE 773 0- Lipids Springer-Verlag 25/6(1990-06-01), 349-353 0024-4201 25:6<349 1990 25 11745 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer