Sphinganine-Like Biogenesis of (E)-1-Nitropentadec-1-ene in Termite Soldiers of the Genus Prorhinotermes

0427730 - ÚOCHB 2015 RIV DE eng J - Článek v odborném periodiku
Jirošová, Anna - Majer, Pavel - Jančařík, Andrej - Dolejšová, Klára - Tykva, Richard - Šobotník, Jan - Jiroš, Pavel - Hanus, Robert
Sphinganine-Like Biogenesis of (E)-1-Nitropentadec-1-ene in Termite Soldiers of the Genus Prorhinotermes.
Chembiochem. Roč. 15, č. 4 (2014), s. 533-536. ISSN 1439-4227. E-ISSN 1439-7633
Grant CEP: GA ČR GP13-25137P
Institucionální podpora: RVO:61388963
Klíčová slova: biosynthesis * natural products * nitro compounds * Prorhinotermes * termites
Kód oboru RIV: CE - Biochemie
Impakt faktor: 3.088, rok: 2014

In 1974, (E)-1-nitropentadec-1-ene, a strong lipophilic contact poison of soldiers of the termite genus Prorhinotermes, was the first-described insect-produced nitro compound. However, its biosynthesis remained unknown. In the present study, we tested the hypothesis that (E)-1-nitropentadec-1-ene biosynthesis originates with condensation of amino acids with tetradecanoic acid. By using in vivo experiments with radiolabeled and deuterium-labeled putative precursors, we show that (E)-1-nitropentadec-1-ene is synthesized by the soldiers from glycine or L-serine and tetradecanoic acid. We propose and discuss three possible biosynthetic pathways.
Trvalý link: http://hdl.handle.net/11104/0233310