Sphingophosphonolipid molecular species from edible mollusks and a jellyfish.
The goal of this study is to supplement the composition and nature of sphingophosphonolipids diversity from edible mollusks (Mytilus galloprovincialis, Eobania vermiculata) and from jellyfish Pelagia noctiluca, organisms rich in phosphonolipids. M. galloprovincialis contained a major ceramide 2-aminoethylphosphonate (CAEP-IM) and a minor ceramide that was detected chromatographically as the methyl analog (CAEP-IIM). In CAEP-IM, saturated fatty acids (FA) of 14, 16 and 18 carbons amounted to 68.8%; also 52.5% dihydroxy bases were detected. On thin layer chromatography, the Rf for CAEP-IIM was smaller than the Rf for CAEP-IM because of an increase of 22.0% in 2OH-16:0 FA, plus 29.2% trihydroxy bases (phytosphingosine). Similarly, a ceramide 2-methylaminoethylphosphonate (CAEP-IIE, 1.5% of phospholipids) was quantitated in Eobania (apart from the previously reported major CAEP, 7.6%). In CAEP-IIE, saturated and hydroxy FA of 14, 16 and 18 carbons amounted to 37.0 and 37.8%; 29.1% dihydroxy and 23.0% trihydroxy bases were detected in the same molecule. Eobania's unsaturated FA percentages (total lipids: 66.3, polar: 47.5, neutral: 59.0) were similar to those previously found for other land snails. A suite of two minor CAEP (CAEP-IIP, CAEP-IIIP) was quantitated in Pelagia at 2.0 and 1.3% of phospholipids (apart from the previously reported major CAEP, 21.0%) identified chromatographically as methyl analogs. In CAEP-IIP, saturated FA of 14, 16, 18 and 19 carbons amounted to 56.0%; 12.6% dihydroxy and 34.1% trihydroxy bases were also detected in CAEP-IIP. The Rf CAEP-IIIP<Rf CAEP-IIP owing to an increase of +8.5% of hydroxy FA and +12.3% of trihydroxy bases. The compositions of CAEP-IIM and CAEP-IIE appear to be specific of each organism, while the composition of molluscan or jellyfish major sphingophosphonolipids appears not specific.
Kariotoglou
Dimitrios M
DM
Food Chemistry Laboratory, Department of Chemistry, University of Athens, Panepistimiopolis Zografou, Athens 15771, Greece.
Mastronicolis
Sofia K
SK
D000615:Aminoethylphosphonic Acid / Q000031:analogs & derivatives* / Q000032:analysis*; D000818:Animals; D002518:Ceramides / Q000032:analysis* / Q000737:chemistry; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D005227:Fatty Acids / Q000032:analysis; D008055:Lipids / Q000302:isolation & purification; D008974:Mollusca / Q000737:chemistry*; D010743:Phospholipids / Q000032:analysis / Q000737:chemistry*; D037401:Scyphozoa / Q000737:chemistry*; D013045:Species Specificity; D013107:Sphingolipids / Q000032:analysis / Q000737:chemistry*
D002518:Ceramides; D005227:Fatty Acids; D008055:Lipids; D010743:Phospholipids; D013107:Sphingolipids; C002898:ceramide aminoethylphosphonate; C028299:phosphonolipids; D000615:Aminoethylphosphonic Acid