Biosynthetic intermediates and stereochemical aspects of aldehyde biosynthesis in the marine diatom Thalassiosira rotula (Articolo in rivista)

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  • Biosynthetic intermediates and stereochemical aspects of aldehyde biosynthesis in the marine diatom Thalassiosira rotula (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.phytochem.2005.11.012 (literal)
Alternative label
  • G. d'Ippolito; A. Cutignano; S. Tucci; G. Romano; G. Cimino; A. Fontana (2006)
    Biosynthetic intermediates and stereochemical aspects of aldehyde biosynthesis in the marine diatom Thalassiosira rotula
    in Phytochemistry; Pergamon-Elsevier Science Ltd., Oxford (Regno Unito)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • G. d'Ippolito; A. Cutignano; S. Tucci; G. Romano; G. Cimino; A. Fontana (literal)
Pagina inizio
  • 314 (literal)
Pagina fine
  • 322 (literal)
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  • 67 (literal)
Rivista
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  • 9 (literal)
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  • 3 (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
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  • Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I-80078 Pozzuoli (Napoli), Italy; Stazione Zoologica ''A. Dohrn'', Villa Comunale 1, I-80121 Napoli, Italy. (literal)
Titolo
  • Biosynthetic intermediates and stereochemical aspects of aldehyde biosynthesis in the marine diatom Thalassiosira rotula (literal)
Abstract
  • Intermediates of the aldehyde biosynthesis in Thalassiosira rotula are investigated. Use of labeled precursors and cell preparations proves production of 2E,4Z-octadienal (1a) from 6Z,9Z,12Z hexadecatrienoic acid (C16:3 n-4) through the lipoxygenase-dependent intermediate (9S)-9-hydroperoxyhexadeca-6,10,12-trienoic acid. On the contrary, synthesis of 2E,4Z,7Z-decatrienal (2a) involves mainly EPA (C20:5 n-3) by a 11R-lipoxygenase, as suggested by identification of chiral 11R-HEPE (12% e.e.) in the diatom extracts. Consistently with the necessity to have a rapid transport and metabolization of the intermediate hydroperoxides, we show that lipoxygenase and lyase activities are both found in the same subcellular fraction of the microalga. (literal)
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