HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text Full Text (PDF) All Versions of this Article: M300392-JLR200v1 45/7/1221    most recent Alert me when this article is cited Alert me if a correction is posted Citation Map Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Abeytunga, D. T. U. Articles by Polt, R. Search for Related Content PubMed PubMed Citation Articles by Abeytunga, D. T. U. Articles by Polt, R. Social Bookmarking                      What's this?

Journal of Lipid Research, Vol. 45, 1221-1231, July 2004
Copyright © 2004 by American Society for Biochemistry and Molecular Biology

Presence of unsaturated 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^*, Vicki H. Wysocki^* and Robin Polt^1,*

^* Department of Chemistry, The University of Arizona, Tucson, AZ 85721
Arizona Research Laboratories, Division of Neurobiology, The University of Arizona, Tucson, AZ 85721

¹ To whom correspondence should be addressed. e-mail: polt{at}u.arizona.edu

NMR and electrospray ionization 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 (compound 1). Heterogeneity in the ceramide was observed in sphingomyelins from M. sexta. All of the sphingomyelins were associated with their doubly unsaturated sphingosine, tetradecasphing-4,6-dienine (compound 2), which contained the same set of fatty acids as compound 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 sphingomyelins may participate in the formation of lipid rafts, in keeping with their function in vertebrates.

Abbreviations: CID, collision-induced dissociation; COSY, correlation spectroscopy; ESI, electrospray ionization; FAB, fast atom bombardment; FT-ICR, Forrier transform ion cyclotron resonance; GPI, glycosylphosphatidylinositol; MSⁿ, nth-order tandem mass spectrometry; TBST, tris-buffered saline; TNE, tris-sodium EDTA; TUNEL, terminal deoxynucleotidyl transferase-mediated biotin-dUTP nick end labeling

Supplementary key words ceramide • sphingosine • phosphoethanolamine • raft • apoptosis • unsaturation • olefin • alkene

CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				H. Fyrst, X. Zhang, D. R. Herr, H. S. Byun, R. Bittman, V. H. Phan, G. L. Harris, and J. D. Saba Identification and characterization by electrospray mass spectrometry of endogenous Drosophila sphingadienes J. Lipid Res., March 1, 2008; 49(3): 597 - 606. [Abstract] [Full Text] [PDF]