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Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes

Ether lipids were identified among components liberated with HF and nitrous acid deamination from Acanthamoeba rhysodes whole cells and its membrane glycoinositolphospholipids (GIPL). Liberated ether glycerols were converted to various derivatives that served characterization thereof. These included...

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Autores principales: Karaś, Magdalena A., Russa, Ryszard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3964302/
https://www.ncbi.nlm.nih.gov/pubmed/24535098
http://dx.doi.org/10.1007/s11745-014-3884-9
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author Karaś, Magdalena A.
Russa, Ryszard
author_facet Karaś, Magdalena A.
Russa, Ryszard
author_sort Karaś, Magdalena A.
collection PubMed
description Ether lipids were identified among components liberated with HF and nitrous acid deamination from Acanthamoeba rhysodes whole cells and its membrane glycoinositolphospholipids (GIPL). Liberated ether glycerols were converted to various derivatives that served characterization thereof. These included TMS and isopropylidene derivatives, oxidation with sodium periodate to aldehyde followed by reduction with NaBH(4) to alcohol, and reaction of the alcohol with acetic anhydrite to form acetate derivatives. Periodate sensitivity demonstrated that the alkyl side chains were linked to the sn-1 position of glycerol. Combined information from TLC, GC–MS analysis, MALDI-TOF spectrometry, and chemical degradation experiments indicated the presence of ether-linked saturated normal and branched hydrocarbons with a length of C(20–23) in the phospholipid fraction, C(20–24) in free GPI, and C(21–23) in the LPG polymer. The distribution of particular classes of alkylglycerols was similar for phospholipid and GPI fractions, and amounted to 2.62 % (±0.04–0.28) 1-O-eicosanyl-sn-glycerol, 16.66 % (±0.32–1.1) 1-O-uncosanyl-sn-glycerol, 9.18 % (±0.33–1.37) anteiso-1-O-docosanyl-sn-glycerol, 47.56 % (±0.32–2.14) 1-O-docosanyl-sn-glycerol, 20.56 % (±0.58–1.67) anteiso-1-O-tricosanyl-sn-glycerol, and 2.34 % (±0.12–0.63) 1-O-tricosanyl-sn-glycerol. For LPG preparation, the most abundant were anteiso-1-O-tricosanyl-sn-glycerol (57.26 %) and 1-O-docosanyl-sn-glycerol (30.12 %). The data from TLC and GC–MS analysis showed that ether lipids from phospholipids probably represent the lyso-alkylglycerol type, while those derived from GIPL are alkylacylglycerol moieties.
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spelling pubmed-39643022014-03-25 Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes Karaś, Magdalena A. Russa, Ryszard Lipids Original Article Ether lipids were identified among components liberated with HF and nitrous acid deamination from Acanthamoeba rhysodes whole cells and its membrane glycoinositolphospholipids (GIPL). Liberated ether glycerols were converted to various derivatives that served characterization thereof. These included TMS and isopropylidene derivatives, oxidation with sodium periodate to aldehyde followed by reduction with NaBH(4) to alcohol, and reaction of the alcohol with acetic anhydrite to form acetate derivatives. Periodate sensitivity demonstrated that the alkyl side chains were linked to the sn-1 position of glycerol. Combined information from TLC, GC–MS analysis, MALDI-TOF spectrometry, and chemical degradation experiments indicated the presence of ether-linked saturated normal and branched hydrocarbons with a length of C(20–23) in the phospholipid fraction, C(20–24) in free GPI, and C(21–23) in the LPG polymer. The distribution of particular classes of alkylglycerols was similar for phospholipid and GPI fractions, and amounted to 2.62 % (±0.04–0.28) 1-O-eicosanyl-sn-glycerol, 16.66 % (±0.32–1.1) 1-O-uncosanyl-sn-glycerol, 9.18 % (±0.33–1.37) anteiso-1-O-docosanyl-sn-glycerol, 47.56 % (±0.32–2.14) 1-O-docosanyl-sn-glycerol, 20.56 % (±0.58–1.67) anteiso-1-O-tricosanyl-sn-glycerol, and 2.34 % (±0.12–0.63) 1-O-tricosanyl-sn-glycerol. For LPG preparation, the most abundant were anteiso-1-O-tricosanyl-sn-glycerol (57.26 %) and 1-O-docosanyl-sn-glycerol (30.12 %). The data from TLC and GC–MS analysis showed that ether lipids from phospholipids probably represent the lyso-alkylglycerol type, while those derived from GIPL are alkylacylglycerol moieties. Springer Berlin Heidelberg 2014-02-18 2014 /pmc/articles/PMC3964302/ /pubmed/24535098 http://dx.doi.org/10.1007/s11745-014-3884-9 Text en © The Author(s) 2014 https://creativecommons.org/licenses/by/2.0/ Open AccessThis article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Original Article
Karaś, Magdalena A.
Russa, Ryszard
Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title_full Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title_fullStr Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title_full_unstemmed Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title_short Ether-Type Moieties in the Lipid Part of Glycoinositolphospholipids of Acanthamoeba rhysodes
title_sort ether-type moieties in the lipid part of glycoinositolphospholipids of acanthamoeba rhysodes
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3964302/
https://www.ncbi.nlm.nih.gov/pubmed/24535098
http://dx.doi.org/10.1007/s11745-014-3884-9
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