Cargando…

Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †

The red macroalga Agarophyton chilensis is a well-known producer of eicosanoids such as hydroxyeicosatetraenoic acids, but the alga produces almost no prostaglandins, unlike the closely related A. vermiculophyllum. This indicates that the related two algae would have different enzyme systems or subs...

Descripción completa

Detalles Bibliográficos
Autores principales: Honda, Masaki, Ishimaru, Takashi, Itabashi, Yutaka, Vyssotski, Mikhail
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410328/
https://www.ncbi.nlm.nih.gov/pubmed/30717350
http://dx.doi.org/10.3390/md17020096
_version_ 1783402226521210880
author Honda, Masaki
Ishimaru, Takashi
Itabashi, Yutaka
Vyssotski, Mikhail
author_facet Honda, Masaki
Ishimaru, Takashi
Itabashi, Yutaka
Vyssotski, Mikhail
author_sort Honda, Masaki
collection PubMed
description The red macroalga Agarophyton chilensis is a well-known producer of eicosanoids such as hydroxyeicosatetraenoic acids, but the alga produces almost no prostaglandins, unlike the closely related A. vermiculophyllum. This indicates that the related two algae would have different enzyme systems or substrate composition. To carry out more in-depth discussions on the metabolic pathway of eicosanoids between the two algae, we investigated the characteristics of glycerolipids, which are the substrates of eicosanoids production, of A. chilensis and compared them to the reported values of A. vermiculophyllum. In A. chilensis, monogalactosyldiacylglycerol (MGDG), digalactosyldiacylglycerol (DGDG), sulfoquinovosyldiacylglycerol (SQDG), and phosphatidylcholine (PC) were the major lipid classes and accounted for 44.4% of the total lipid extract. The predominant fatty acids were arachidonic acid (20:4n-6), an eicosanoids precursor, and palmitic acid (16:0). The 20:4n-6 content was extremely high in MGDG and PC (>70%), and the 16:0 content was extremely high in DGDG and SQDG (>40%). A chiral-phase HPLC analysis showed that fatty acids were esterified at the sn-1 and sn-2 positions of those lipids. The glycerolipid molecular species were determined by reversed-phase HPLC–ESI–MS analysis. The main glycerolipid molecular species were 20:4n-6/20:4n-6 (sn-1/sn-2) for MGDG (63.8%) and PC (48.2%), 20:4n-6/16:0 for DGDG (71.1%) and SQDG (29.4%). These lipid characteristics of A. chilensis were almost the same as those of A. vermiculophyllum. Hence, the differences of the eicosanoids producing ability between the two algae would not be due to the difference of substrate composition but the difference of enzyme system.
format Online
Article
Text
id pubmed-6410328
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-64103282019-03-29 Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids † Honda, Masaki Ishimaru, Takashi Itabashi, Yutaka Vyssotski, Mikhail Mar Drugs Article The red macroalga Agarophyton chilensis is a well-known producer of eicosanoids such as hydroxyeicosatetraenoic acids, but the alga produces almost no prostaglandins, unlike the closely related A. vermiculophyllum. This indicates that the related two algae would have different enzyme systems or substrate composition. To carry out more in-depth discussions on the metabolic pathway of eicosanoids between the two algae, we investigated the characteristics of glycerolipids, which are the substrates of eicosanoids production, of A. chilensis and compared them to the reported values of A. vermiculophyllum. In A. chilensis, monogalactosyldiacylglycerol (MGDG), digalactosyldiacylglycerol (DGDG), sulfoquinovosyldiacylglycerol (SQDG), and phosphatidylcholine (PC) were the major lipid classes and accounted for 44.4% of the total lipid extract. The predominant fatty acids were arachidonic acid (20:4n-6), an eicosanoids precursor, and palmitic acid (16:0). The 20:4n-6 content was extremely high in MGDG and PC (>70%), and the 16:0 content was extremely high in DGDG and SQDG (>40%). A chiral-phase HPLC analysis showed that fatty acids were esterified at the sn-1 and sn-2 positions of those lipids. The glycerolipid molecular species were determined by reversed-phase HPLC–ESI–MS analysis. The main glycerolipid molecular species were 20:4n-6/20:4n-6 (sn-1/sn-2) for MGDG (63.8%) and PC (48.2%), 20:4n-6/16:0 for DGDG (71.1%) and SQDG (29.4%). These lipid characteristics of A. chilensis were almost the same as those of A. vermiculophyllum. Hence, the differences of the eicosanoids producing ability between the two algae would not be due to the difference of substrate composition but the difference of enzyme system. MDPI 2019-02-02 /pmc/articles/PMC6410328/ /pubmed/30717350 http://dx.doi.org/10.3390/md17020096 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Honda, Masaki
Ishimaru, Takashi
Itabashi, Yutaka
Vyssotski, Mikhail
Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title_full Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title_fullStr Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title_full_unstemmed Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title_short Glycerolipid Composition of the Red Macroalga Agarophyton Chilensis and Comparison to the Closely Related Agarophyton Vermiculophyllum Producing Different Types of Eicosanoids †
title_sort glycerolipid composition of the red macroalga agarophyton chilensis and comparison to the closely related agarophyton vermiculophyllum producing different types of eicosanoids †
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410328/
https://www.ncbi.nlm.nih.gov/pubmed/30717350
http://dx.doi.org/10.3390/md17020096
work_keys_str_mv AT hondamasaki glycerolipidcompositionoftheredmacroalgaagarophytonchilensisandcomparisontothecloselyrelatedagarophytonvermiculophyllumproducingdifferenttypesofeicosanoids
AT ishimarutakashi glycerolipidcompositionoftheredmacroalgaagarophytonchilensisandcomparisontothecloselyrelatedagarophytonvermiculophyllumproducingdifferenttypesofeicosanoids
AT itabashiyutaka glycerolipidcompositionoftheredmacroalgaagarophytonchilensisandcomparisontothecloselyrelatedagarophytonvermiculophyllumproducingdifferenttypesofeicosanoids
AT vyssotskimikhail glycerolipidcompositionoftheredmacroalgaagarophytonchilensisandcomparisontothecloselyrelatedagarophytonvermiculophyllumproducingdifferenttypesofeicosanoids