J. Lipid Res.
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A more recent version of this article appeared on July 1, 2004

Papers In Press, published online ahead of print April 21, 2004
J. Lipid Res., doi:10.1194/jlr.M300392-JLR200
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Submitted on September 15, 2003
Revised on March 2, 2004
Accepted on April 6, 2004

Presence of sphingomyelins and changes in their composition during the life cycle of the moth Manduca sexta

D. T.U. Abeytunga, James J. Glick, Nicholas J. Gibson, Lynne A. Oland, Arpad Somogyi, Vickie H. Wysocki, and Robin Polt

Department of Chemistry, The University of Arizona, Tucson, AZ 85721

Corresponding Author: polt{at}u.arizona.edu

NMR and ESI tandem mass spectrometry were used to show for the first time the presence of sphingomyelins in extracts of the tobacco hornworm Manduca sexta (Lepidoptera). The sphingosine in the ceramide was identified as tetradecasphing-4-enine and the fatty acids were C18:0, C20:0, C22:0, and C24:0 (1). Heterogeneity in the ceramide was observed in sphingomyelins from M. sexta. All the sphingomyelins were associated with their doubly unsaturated sphingosine, tetradecasphing-4,6-dienine, (2), which contained the same set of fatty acids as 1, and represents a novel set of sphingomyelins not previously reported in Lepidoptera. Lipid rafts were isolated from brains of M. sexta, and the association of these novel sphingomyelins with rafts was confirmed. The existence of the additional double bond was also observed in ceramide and ceramide phosphoethanolamine isolated from M. sexta. The levels of the doubly unsaturated ceramide showed modest changes during metamorphosis of M. sexta. These results suggest that Manduca sphingomyelin may participate in the formation of lipid rafts, in keeping with their function in vertebrates.


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[Abstract] [Full Text] [PDF]


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