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  Oxygenated Metabolites of n-3 Polyunsaturated Fatty Acids as Potential Oxidative Stress Biomarkers: Total Synthesis of 8-F3t-IsoP, 10-F4t-NeuroP and [D4]-10-F4t-NeuroP

Guy, A., Oger, C., Heppekausen, J., Signorini, C., De Felice, C., Fürstner, A., et al. (2014). Oxygenated Metabolites of n-3 Polyunsaturated Fatty Acids as Potential Oxidative Stress Biomarkers: Total Synthesis of 8-F3t-IsoP, 10-F4t-NeuroP and [D4]-10-F4t-NeuroP. Chemistry - A European Journal, 20(21), 6374-6380. doi:10.1002/chem.201400380.

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chem_201400380_sm_miscellaneous_information.pdf (Supplementary material), 401KB
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chem_201400380_sm_miscellaneous_information.pdf
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Supporting information
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Copyright Date:
2014
Copyright Info:
Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim
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 Creators:
Guy, Alexandre1, Author
Oger, Camille1, Author
Heppekausen, Johannes2, Author           
Signorini, Cinzia3, Author
De Felice, Claudio4, Author
Fürstner, Alois2, Author           
Durand, Thierry1, Author
Galano, Jean-Marie1, Author
Affiliations:
1Institut des Biomolcules Max Mousseron,UMR 5247 - CNRS - University Montpellier I and II - ENSCM, Faculty of Pharmacy, Montpellier (France), ou_persistent22              
2Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
3Department of Molecular and Developmental Medicine University of Siena, Siena (Italy), ou_persistent22              
4Neonatal Intensive Care Unit, University Hospital Azienda Ospedaliera Universitaria Senese (AOUS), Siena (Italy), ou_persistent22              

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Free keywords: fatty acids; NeuroPs; oxygenated metabolites; ring-closing metathesis; total synthesis
 Abstract: A wide variety of metabolic products of polyunsaturated fatty acids is of paramount importance for improving our medical knowledge in the field of oxidized lipids. Two novel metabolites of n-3 polyunsaturated fatty acids, 8-F3t-IsoP and 10-F4t-NeuroP as well as a deuterated derivative thereof were synthesized based on an acetylenic intermediate. An original approach achieved lateral chain insertion of 8-F3t-IsoP by a ring-closing alkyne metathesis/semi-reduction strategy together with a temporary tether.

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Language(s): eng - English
 Dates: 2014-01-292014-04-152014-05-19
 Publication Status: Issued
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.201400380
 Degree: -

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Title: Chemistry - A European Journal
  Other : Chem. Eur. J.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : VCH Verlagsgesellschaft
Pages: 7 Volume / Issue: 20 (21) Sequence Number: - Start / End Page: 6374 - 6380 Identifier: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058