First Biosynthetic Evidence on the Phenyl-Containing Polyketides of the Marine Mollusc Scaphander lignarius
| Autor: | Giuliana d'Ippolito, Angelo Fontana, Conxita Avila, G. Cimino, Adele Cutignano, Anna Domenech-Coll |
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| Přispěvatelé: | A., Cutignano, C., Avila, A., DOMENECH-COLL, G., Dippolito, G., Cimino, Fontana, A |
| Rok vydání: | 2008 |
| Předmět: |
chemistry.chemical_classification
biology Chemistry Stereochemistry Organic Chemistry Biosynthesi Marine Biology Stereoisomerism Phenylalanine Polyenes labelling studie biology.organism_classification Biochemistry nuclear magnetic resonance chemistry.chemical_compound Biosynthesis Mollusca Propionate Animals Scaphander lignarius Physical and Theoretical Chemistry Nuclear Magnetic Resonance Biomolecular Polyketide Synthases Benzoic acid |
| Zdroj: | Organic letters info:cnr-pdr/source/autori:A. Cutignano; C.Avila; A. Domenech-Coll; G. d'Ippolito; G.Cimino; A. Fontana/titolo:First Biosynthetic Evidence on the Phenyl-Containing Polyketides of the Marine Mollusc Scaphander lignarius/doi:10.1021%2Fol800877f/rivista:Organic letters (Print)/anno:2008/pagina_da:2963/pagina_a:2966/intervallo_pagine:2963–2966/volume:10 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol800877f |
| Popis: | The biosynthesis of lignarenones 1 and 2, the major polyketides of the Mediterranean mollusc Scaphander lignarius is described. The process is primed by benzoic acid and requires acetate and propionate as extender units. The labeling pattern suggests PKS-like synthesis of an unusual E,Z,E-triene chain and origin of the benzoate unit from phenylalanine. 13C-13C NMR COSY has been used to establish the labeling positions due to incorporation of 13C2-acetate. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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