Isolation and Absolute Configuration Determination of Aliphatic Sulfates as the Daphnia Kairomones Inducing Morphological Defense of a Phytoplankton

Ko Yasumoto; Akinori Nishigami; Fumie Kasai; Takenori Kusumi; Takashi Ooi

doi:10.1248/cpb.54.271

Notes

Isolation and Absolute Configuration Determination of Aliphatic Sulfates as the Daphnia Kairomones Inducing Morphological Defense of a Phytoplankton

Ko Yasumoto, Akinori Nishigami, Fumie Kasai, Takenori Kusumi, Takashi Ooi

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Keywords: Daphnia kairomone, Scenedesmus, aliphatic sulfate, absolute configuration

JOURNAL FREE ACCESS

2006 Volume 54 Issue 2 Pages 271-274

DOI https://doi.org/10.1248/cpb.54.271

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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 ¹H-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.

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