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Exocellular Peptides from Antarctic PsychrophilePseudoalteromonas Haloplanktis

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Abstract

A novel diketopiperazine, named cyclo-(D-pipecolinyl-L-isoleucine) (DKP 1), and 7 known diketopiperazines were isolated from the cell-free culture supernatant of the Antarctic psychrophilic bacterium Pseudoalteromonas haloplanktis TAC125. Two diketopiperazines containing pipecolinyl moiety were isolated for the first time from a natural source. Two new linear peptides, stable to bacterial proteolytic enzymes, were also characterized. The structures of the isolated compounds were elucidated by means of spectroscopic data (1D-, 2D-NMR, EIMS, FABMS, and ESIMS/MS) and chiral high-performance liquid chromatography. The potential antioxidant activity of the isolated compounds was evaluated by a DPPH free radical scavenging assay.

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Acknowledgments

This research was supported by a Marie Curie Research Training Grant of the European Community programme “Quality of life and management of living resources” contract No QLK5-CT-2001-50974, a grant of Ministero dell’Università e della Ricerca Scientifica (Progetti di Rilevante Interesse Nazionale 2002 – UO G. Marino) and by CNR-Roma. “Servizio di Spettrometria di Massa del CNR-Napoli and Servizio NMR, ICB-CNR” provided the MS and NMR spectra, respectively. The technical assistance of Ms. M. Bianco, Mr. C. Iodice, Mr. V. Mirra, and Dr. R. Varlese is gratefully acknowledged.

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Authors and Affiliations

  1. Istituto di Chimica Biomolecole CNR, via Campi Flegrei, 34, I-80078, Pozzuoli, (Napoli), Italy

    Maya Mitova & Salvatore De Rosa

  2. Institute of Organic Chemistry with Center of Phytochemistry, BAN, acad. Georgi Bonchev str., block 9, 1113, Sofia, Bulgaria

    Maya Mitova

  3. Dipartimento di Chimica Organica e Biochimica Università di Napoli Federico II, via Cinthia, 4 I-80126, Napoli, Italy

    Maria Luisa Tutino, Giuseppe Infusini & Gennaro Marino

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  1. Maya Mitova
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  2. Maria Luisa Tutino
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  3. Giuseppe Infusini
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  4. Gennaro Marino
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  5. Salvatore De Rosa
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Correspondence to Salvatore De Rosa.

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Mitova, M., Tutino, M.L., Infusini, G. et al. Exocellular Peptides from Antarctic PsychrophilePseudoalteromonas Haloplanktis. Mar Biotechnol 7, 523–531 (2005). https://doi.org/10.1007/s10126-004-5098-2

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  • DOI: https://doi.org/10.1007/s10126-004-5098-2

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