Abstract
An unprecedented aldehyde-containing digalactosyldi-acylglycerol (DGDAG) has been isolated from the red algaGracilariopsis lemaneiformis and structurally defined. Its structure was determined as 1-O-[5-hydroxy-12-oxododeca-6(E), 8(E), 10(E)-trienoyl]-2-O-palmitoyl-3-O-[-β-D-galactopyranosyl-6,1-α-D-galactopyranosyl]-glycerol by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and degradation to simple fragments. The identification of this aldehyde-containing DGDAG fromG. lemaneiformis, in addition to our previous findings of unusual galactolipids, further indicates that this alga has unique lipoxygenase capacities.
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Abbreviations
- COSY:
-
chemical shift correlation spectroscopy
- DGDAG:
-
digalactosyldiacylglycerol
- HETCOR:
-
heteronuclear chemical shift correlation spectroscopy
- 12R, 13S-diHETE:
-
12R, 13S-dihydroxyeicosatetraenoic acid
- NMR:
-
nuclear magnetic resonance
- TMS:
-
trimethylsilane
- HPLC:
-
high-performance liquid chromatography
- HR FAB MS:
-
high-resolution fast atom bombardment mass spectrometry
- EI MS:
-
electron impact mass spectrometry
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Jiang, Z.D., Gerwick, W.H. An aldehyde-containing galactolipid from the red algaGracilariopsis lemaneiformis . Lipids 26, 960–963 (1991). https://doi.org/10.1007/BF02535985
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DOI: https://doi.org/10.1007/BF02535985