Abstract
2,6-Dimethylheptyl sulfate (1) and 6-methyloctyl sulfate (3) were isolated from Daphnia pulex as the Daphnia kairomones that induced morphological defense of a freshwater phytoplankton Scenedesmus gutwinskii var. heterospina (NIES-802). The absolute stereochemistry at C2 of 1 was determined by (1)H-NMR analysis of the (R)-MTPA ester of alcohol 2. The absolute configuration at C6 of 3 was determined by Ohrui's method applied to alcohol 4.
MeSH terms
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Alkanesulfonic Acids / chemistry*
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Alkanesulfonic Acids / isolation & purification
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Alkanesulfonic Acids / pharmacology*
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Animals
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Daphnia / chemistry*
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Heptanes / chemistry*
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Heptanes / isolation & purification
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Heptanes / pharmacology*
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Indicators and Reagents
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Magnetic Resonance Spectroscopy
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Molecular Conformation
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Scenedesmus / drug effects*
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Scenedesmus / ultrastructure
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Spectrometry, Mass, Fast Atom Bombardment
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Stereoisomerism
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Sulfates / chemistry*
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Sulfates / isolation & purification
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Sulfates / pharmacology*
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Sulfuric Acid Esters / chemistry*
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Sulfuric Acid Esters / isolation & purification
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Sulfuric Acid Esters / pharmacology*
Substances
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2,6-dimethylheptyl sulfate
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6-methyloctyl sulfate
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Alkanesulfonic Acids
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Heptanes
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Indicators and Reagents
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Sulfates
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Sulfuric Acid Esters