| Structures and biological activity of phosphorylated dihydroceramides of Porphyromonas gingivalis. | |
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MedLine Citation:
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PMID: 15466368 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Porphyromonas gingivalis, a recognized periodontal pathogen, synthesizes free ceramides as well as other phosphorylated ceramide lipids. The purpose of this study was to separate complex lipids of P. gingivalis by high-performance liquid chromatography (HPLC) and determine the structures and biological activities of the major ceramide classes. Using gas chromatography-mass spectrometry, electrospray tandem mass spectrometry (ESI-MS/MS) and NMR analyses, three major classes of dihydroceramides were identified in specific HPLC fractions, with all classes containing the same dihydroceramide base structures (3-OH isoC(17:0) in amide linkage to saturated long-chain bases of 17, 18, or 19 carbons). The free dihydroceramide class recovered in HPLC fractions 7-8 revealed little biological activity. HPLC fraction 20 dihydroceramides, substituted with 1-O-phosphoglycerol and isoC(15:0) linked to the hydroxyl of 3-OH isoC(17:0), significantly potentiated interleukin-1beta (IL-1beta)-mediated prostaglandin secretion and produced marked alterations in fibroblast morphology. HPLC fraction 28 dihydroceramides, substituted with 1-O-phosphoethanolamine, demonstrated little capacity to potentiate IL-1beta-mediated prostaglandin secretion. The novel phosphorylated dihydroceramides synthesized by P. gingivalis demonstrate varying biological activities based on the phosphorylated head group substitution and/or the addition of esterified fatty acid. These results also demonstrate the strong virulence capacity of phosphoglycerol dihydroceramides of P. gingivalis to promote inflammatory factor secretion from IL-1beta-treated fibroblasts and to produce marked alterations in cell morphology in culture. |
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Authors:
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Frank C Nichols; Birgit Riep; JiYoung Mun; Martha D Morton; Mike T Bojarski; Floyd E Dewhirst; Michael B Smith |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2004-10-01 |
Journal Detail:
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Title: Journal of lipid research Volume: 45 ISSN: 0022-2275 ISO Abbreviation: J. Lipid Res. Publication Date: 2004 Dec |
Date Detail:
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Created Date: 2004-11-19 Completed Date: 2005-04-22 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0376606 Medline TA: J Lipid Res Country: United States |
Other Details:
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Languages: eng Pagination: 2317-30 Citation Subset: IM |
Affiliation:
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Department of Periodontology, University of Connecticut School of Dental Medicine, 263 Farmington Avenue, Farmington, CT, USA. nichols@nso.uchc.edu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Ceramides
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chemistry,
metabolism* Fibroblasts / metabolism Gingiva / cytology, metabolism Phosphorylation Porphyromonas gingivalis / metabolism* Spectrometry, Mass, Electrospray Ionization |
| Chemical | |
Reg. No./Substance:
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0/Ceramides; 0/dihydroceramide |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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