Pheromone Synthesis, CLXXIX . Synthesis of Lurlenic Acid and Lurlenol, the Sex Pheromones of the Green Flagellate  Chlamydomonas | Zendy

Takanashi ShinIchi | Zendy; Mori Kenji | Zendy

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Pheromone Synthesis, CLXXIX . Synthesis of Lurlenic Acid and Lurlenol, the Sex Pheromones of the Green Flagellate Chlamydomonas

Author(s) -

Takanashi ShinIchi,

Mori Kenji

Publication year - 1997

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199719970507

Subject(s) - sex pheromone , flagellate , chemistry , farnesol , geranylgeraniol , stereochemistry , chlamydomonas , pheromone , biochemistry , botany , biology , gene , mutant

Lurlenic acid {(4 E ,8 E ,12 E )‐14‐[2′‐hydroxy‐3′,4′‐dimethyl‐5′(1″‐β‐ D ‐xylopyranosyloxy)phenyl]‐4,8,12‐trimethyltetradeca‐4,8,12‐trienoic acid ( 1 )} and lurlenol ( 2 ), the sex pheromones produced by the female gametes of the green flagellate Chlamydomonas , were synthesized by starting from D ‐xylose, 2,3‐dimethyl‐ p ‐hydroquinone and geranylgeraniol or farnesol. Synthetic 1 and 2 were biologically active, while the possible biogenetic precursor 3 was inactive.

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