Organic Letters p. 3660 - 3663 (2014)
Update date:2022-08-04
Topics:
Takaya, Yoshiaki
Hotta, Rie
Fujiwara, Kenshu
Otani, Risa
Uchiyama, Yurika
Sakakibara, Mizuki
Fukuda, Eri
Niwa, Masatake
Inouye, Kei
Oohata, Akiko A.
The structure of the prespore-cell-promoting factor from Dictyostelium discoideum was determined to be 2-hydroxy-5-methyl-6-pentylbenzoquinone. The synthetic compound has prespore-cell-promoting activity similar to the natural one, with half-maximal induction at a concentration as low as 40 pM. It was also found that the factor induces aggregation in an aggregation-deficient mutant of a related species, Polysphodilium violaceum. Both these activities are sensitive to positional isomerism with the 6-methyl-5-pentyl isomer showing no detectable activity.
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