A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]

The polar lipids of the anaerobic bacterium Clostridium tetani, the causative agent of tetanus, have been examined by two-dimensional thin layer chromatography, ESI mass spectrometry, and NMR spectroscopy. Plasmalogen and di- and tetra-acylated species of phosphatidylethanolamine, phosphatidylglycer...

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Main Authors: Norah C. Johnston, Semra Aygun-Sunar, Ziqiang Guan, Anthony A. Ribeiro, Fevzi Daldal, Christian R.H. Raetz, Howard Goldfine
Format: Article
Language:English
Published: Elsevier 2010-07-01
Series:Journal of Lipid Research
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520371170
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spelling doaj-2e6ce662a30a478492689de6adf7d4ac2021-04-28T06:01:58ZengElsevierJournal of Lipid Research0022-22752010-07-0151719531961A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]Norah C. Johnston0Semra Aygun-Sunar1Ziqiang Guan2Anthony A. Ribeiro3Fevzi Daldal4Christian R.H. Raetz5Howard Goldfine6Department of Microbiology, University of Pennsylvania School of Medicine, Philadelphia, PADepartment of Biology, University of Pennsylvania, Philadelphia, PADepartment of Biochemistry, Duke University Medical Center, Durham, NCDepartment of Biochemistry, Duke University Medical Center, Durham, NCDepartment of Biology, University of Pennsylvania, Philadelphia, PADepartment of Biochemistry, Duke University Medical Center, Durham, NCTo whom correspondence should be addressed:; Department of Microbiology, University of Pennsylvania School of Medicine, Philadelphia, PAThe polar lipids of the anaerobic bacterium Clostridium tetani, the causative agent of tetanus, have been examined by two-dimensional thin layer chromatography, ESI mass spectrometry, and NMR spectroscopy. Plasmalogen and di- and tetra-acylated species of phosphatidylethanolamine, phosphatidylglycerol, cardiolipin, and N-acetylglucosaminyl diradylglycerol were the major lipids present in most strains examined except for strain ATCC 10779, the parent of strain E88, the first C. tetani strain to have its genome sequenced. This strain contained the same di- and tetra-acylated species but did not contain plasmalogens. All strains contained a novel derivative of N-acetylglucosaminyl diradylglycerol in which a phosphoethanolamine unit is attached to the 6’-position of the sugar, as judged by selective 31P-decoupled, 1H-detected NMR difference spectroscopy. The N-acetylglucosamine (GlcNAc) residue is presumably linked to the 3-positon of the diradylglycerol moiety, and it has the β-anomeric configuration. Very little plasmalogen component was detected by mass spectrometry in the precursors phosphatidic acid and phosphatidylserine, consistent with the idea that plasmalogens are formed from diacylated phospholipids at a late stage of phospholipid assembly in anaerobic clostridia.http://www.sciencedirect.com/science/article/pii/S0022227520371170glycolipidmass spectrometrynuclear magnetic resonance spectroscopyphospholipidplasmalogen
collection DOAJ
language English
format Article
sources DOAJ
author Norah C. Johnston
Semra Aygun-Sunar
Ziqiang Guan
Anthony A. Ribeiro
Fevzi Daldal
Christian R.H. Raetz
Howard Goldfine
spellingShingle Norah C. Johnston
Semra Aygun-Sunar
Ziqiang Guan
Anthony A. Ribeiro
Fevzi Daldal
Christian R.H. Raetz
Howard Goldfine
A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
Journal of Lipid Research
glycolipid
mass spectrometry
nuclear magnetic resonance spectroscopy
phospholipid
plasmalogen
author_facet Norah C. Johnston
Semra Aygun-Sunar
Ziqiang Guan
Anthony A. Ribeiro
Fevzi Daldal
Christian R.H. Raetz
Howard Goldfine
author_sort Norah C. Johnston
title A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
title_short A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
title_full A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
title_fullStr A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
title_full_unstemmed A phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of Clostridium tetani[S]
title_sort phosphoethanolamine-modified glycosyl diradylglycerol in the polar lipids of clostridium tetani[s]
publisher Elsevier
series Journal of Lipid Research
issn 0022-2275
publishDate 2010-07-01
description The polar lipids of the anaerobic bacterium Clostridium tetani, the causative agent of tetanus, have been examined by two-dimensional thin layer chromatography, ESI mass spectrometry, and NMR spectroscopy. Plasmalogen and di- and tetra-acylated species of phosphatidylethanolamine, phosphatidylglycerol, cardiolipin, and N-acetylglucosaminyl diradylglycerol were the major lipids present in most strains examined except for strain ATCC 10779, the parent of strain E88, the first C. tetani strain to have its genome sequenced. This strain contained the same di- and tetra-acylated species but did not contain plasmalogens. All strains contained a novel derivative of N-acetylglucosaminyl diradylglycerol in which a phosphoethanolamine unit is attached to the 6’-position of the sugar, as judged by selective 31P-decoupled, 1H-detected NMR difference spectroscopy. The N-acetylglucosamine (GlcNAc) residue is presumably linked to the 3-positon of the diradylglycerol moiety, and it has the β-anomeric configuration. Very little plasmalogen component was detected by mass spectrometry in the precursors phosphatidic acid and phosphatidylserine, consistent with the idea that plasmalogens are formed from diacylated phospholipids at a late stage of phospholipid assembly in anaerobic clostridia.
topic glycolipid
mass spectrometry
nuclear magnetic resonance spectroscopy
phospholipid
plasmalogen
url http://www.sciencedirect.com/science/article/pii/S0022227520371170
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