Isolation and absolute configuration determination of aliphatic sulfates as the Daphnia kairomones inducing morphological defense of a phytoplankton-part 2.
4,8-Dimethylnonyl sulfate (1) and 3-methyl-4E-decenyl sulfate (2) 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 configuration at C4 of 1 was determined by Ohrui's method applied to alcohol 3. The absolute stereochemistry at C3 of 2 was determined by (1)H-NMR analysis of the (R)-1NMA ester of alcohol 11.
Yasumoto
Ko
K
Institute of Health Biosciences, The University of Tokushima Graduate School, Tokushima, Japan.
Nishigami
Akinori
A
Aoi
Hiroaki
H
Tsuchihashi
Chise
C
Kasai
Fumie
F
Kusumi
Takenori
T
Ooi
Takashi
T
D000818:Animals; D003621:Daphnia / Q000737:chemistry*; D005618:Fresh Water; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010675:Pheromones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010839:Phytoplankton / Q000187:drug effects*; D013463:Sulfuric Acid Esters / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology
C525721:3-methyl-4E-decenyl sulfate; C525722:4,8-dimethylnonyl sulfate; D010675:Pheromones; D013463:Sulfuric Acid Esters