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Title: A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa

Abstract

Highlights: • Alkaline-resistant galactolipid, AEGL, was found in marine algae. • The sugar moiety of AEGL is identical to that of digalactosyldiacylglycerol. • AEGL is the first identified glycolipid that possesses an ether-linked phytol. • AEGL is ubiquitously distributed in green, red and brown marine algae. - Abstract: Galactosylglycerolipids (GGLs) and chlorophyll are characteristic components of chloroplast in photosynthetic organisms. Although chlorophyll is anchored to the thylakoid membrane by phytol (tetramethylhexadecenol), this isoprenoid alcohol has never been found as a constituent of GGLs. We here described a novel GGL, in which phytol was linked to the glycerol backbone via an ether linkage. This unique GGL was identified as an Alkaline-resistant and Endogalactosylceramidase (EGALC)-sensitive GlycoLipid (AEGL) in the marine green alga, Ulva pertusa. EGALC is an enzyme that is specific to the R-Galα/β1-6Galβ1-structure of galactolipids. The structure of U. pertusa AEGL was determined following its purification to 1-O-phytyl-3-O-Galα1-6Galβ1-sn-glycerol by mass spectrometric and nuclear magnetic resonance analyses. AEGLs were ubiquitously distributed in not only green, but also red and brown marine algae; however, they were rarely detected in terrestrial plants, eukaryotic phytoplankton, or cyanobacteria.

Authors:
;  [1];  [2]; ; ;  [1];  [1]
  1. Department of Bioscience and Biotechnology, Graduate School of Bioresource and Bioenvironmental Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan)
  2. Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka 812-8582 (Japan)
Publication Date:
OSTI Identifier:
22416765
Resource Type:
Journal Article
Journal Name:
Biochemical and Biophysical Research Communications
Additional Journal Information:
Journal Volume: 452; Journal Issue: 4; Other Information: Copyright (c) 2014 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved.; Country of input: International Atomic Energy Agency (IAEA); Journal ID: ISSN 0006-291X
Country of Publication:
United States
Language:
English
Subject:
60 APPLIED LIFE SCIENCES; CELL MEMBRANES; CHLOROPHYLL; CHLOROPLASTS; CYANOBACTERIA; ENZYMES; ETHERS; GALACTOSE; GLYCEROL; MASS SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE; PHYTOPLANKTON; PURIFICATION; SACCHAROSE; ULVA

Citation Formats

Ishibashi, Yohei, Nagamatsu, Yusuke, Miyamoto, Tomofumi, Matsunaga, Naoyuki, Okino, Nozomu, Yamaguchi, Kuniko, and Ito, Makoto. A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa. United States: N. p., 2014. Web. doi:10.1016/J.BBRC.2014.08.056.
Ishibashi, Yohei, Nagamatsu, Yusuke, Miyamoto, Tomofumi, Matsunaga, Naoyuki, Okino, Nozomu, Yamaguchi, Kuniko, & Ito, Makoto. A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa. United States. https://doi.org/10.1016/J.BBRC.2014.08.056
Ishibashi, Yohei, Nagamatsu, Yusuke, Miyamoto, Tomofumi, Matsunaga, Naoyuki, Okino, Nozomu, Yamaguchi, Kuniko, and Ito, Makoto. 2014. "A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa". United States. https://doi.org/10.1016/J.BBRC.2014.08.056.
@article{osti_22416765,
title = {A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa},
author = {Ishibashi, Yohei and Nagamatsu, Yusuke and Miyamoto, Tomofumi and Matsunaga, Naoyuki and Okino, Nozomu and Yamaguchi, Kuniko and Ito, Makoto},
abstractNote = {Highlights: • Alkaline-resistant galactolipid, AEGL, was found in marine algae. • The sugar moiety of AEGL is identical to that of digalactosyldiacylglycerol. • AEGL is the first identified glycolipid that possesses an ether-linked phytol. • AEGL is ubiquitously distributed in green, red and brown marine algae. - Abstract: Galactosylglycerolipids (GGLs) and chlorophyll are characteristic components of chloroplast in photosynthetic organisms. Although chlorophyll is anchored to the thylakoid membrane by phytol (tetramethylhexadecenol), this isoprenoid alcohol has never been found as a constituent of GGLs. We here described a novel GGL, in which phytol was linked to the glycerol backbone via an ether linkage. This unique GGL was identified as an Alkaline-resistant and Endogalactosylceramidase (EGALC)-sensitive GlycoLipid (AEGL) in the marine green alga, Ulva pertusa. EGALC is an enzyme that is specific to the R-Galα/β1-6Galβ1-structure of galactolipids. The structure of U. pertusa AEGL was determined following its purification to 1-O-phytyl-3-O-Galα1-6Galβ1-sn-glycerol by mass spectrometric and nuclear magnetic resonance analyses. AEGLs were ubiquitously distributed in not only green, but also red and brown marine algae; however, they were rarely detected in terrestrial plants, eukaryotic phytoplankton, or cyanobacteria.},
doi = {10.1016/J.BBRC.2014.08.056},
url = {https://www.osti.gov/biblio/22416765}, journal = {Biochemical and Biophysical Research Communications},
issn = {0006-291X},
number = 4,
volume = 452,
place = {United States},
year = {Fri Oct 03 00:00:00 EDT 2014},
month = {Fri Oct 03 00:00:00 EDT 2014}
}