Current Microbiology

, Volume 56, Issue 3, pp 199–207 | Cite as

“Pseudoalteromonas januaria” SUT 11 as the Source of Rare Lipodepsipeptides

  • Nataliya I. Kalinovskaya
  • Andrey S. Dmitrenok
  • Tatyana A. Kuznetsova
  • Galina M. Frolova
  • Richard Christen
  • Hartmut Laatsch
  • Yulia V. Alexeeva
  • Elena P. Ivanova
Article
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Accepted:

Abstract

The marine bacterium “Pseudoalteromonas januaria” SUT 11 isolated from a seawater sample produced the rare cell-bound cyclic lipodepsipeptides A/A′, B/B′, and C/C′. The matrix-assisted laser desorption/ionization mass spectra indicated that one bromine atom presented in the peptides B/B′ and C/C′, whereas the component A/A′ contained no bromine atom. The acyldepsipeptides A/A′–C/C′ have an identical amino acid sequence, Thr-Val-Asn-Asn-Leu/allo-Ile, but differed in C-terminal amino acid and acyl moieties. Peptides A–C have Leu as a C-terminal amino acid, whereas peptides A′-C′ have allo-Ile. Acyl moieties in peptides A/A′, B/B′, and C/C′ have been found to consist of 11-(4′-hydroxyphenyl)-undeca-2,4,6,8,10-pentaenic acid, 9-(3′-bromo-4′-hydroxyphenyl)-nona-2,4,6,8-tetraenic acid, and 11-(3′-bromo-4′-hydroxyphenyl)-undeca-2,4,6,8,10-pentaenic acid, respectively. The structure of a main pair of peptides B/B′ with molecular masses 843/845 Da has been determined by means of ultraviolet, infrared, and two-dimensional nuclear magnetic resonance spectroscopy. We have demonstrated that tandem nano-electrospray ionization mass spectrometry is a very efficient way for the fast and sensitive investigation of lipopeptides A/A′ and C/C′ with molecular masses 791 and 869/871 Da, respectively, which have been isolated in small amounts.

Keywords

Lipopeptides Bromine Atom Acyl Moiety Cyclic Lipodepsipeptides Pentaenic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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Notes

Acknowledgments

We thank Dr. G. Verbitskii (Far Eastern State University, Research and Educational Center of Basic Marine Biota Research) for the determination of the HPLC/ESI-MS data measured on an Agilent 1100 Series LC/MSD mass spectrometer (Hewlett Packard, USA). This work was partially supported by Russian Foundation for Basic Research grants 06-04-48578 and 05-04-48211, grants from Presidium of the Russian Academy of Sciences “Molecular and Cell Biology” 04-1-05-005, and a grant from president of Russian Federation “Leading Scientific School of RF” 6477.1006.4.

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Copyright information

© Springer Science+Business Media, LLC 2008

Authors and Affiliations

  • Nataliya I. Kalinovskaya
    • 1
  • Andrey S. Dmitrenok
    • 1
    • 2
  • Tatyana A. Kuznetsova
    • 1
  • Galina M. Frolova
    • 1
  • Richard Christen
    • 3
  • Hartmut Laatsch
    • 4
  • Yulia V. Alexeeva
    • 5
    • 6
  • Elena P. Ivanova
    • 1
    • 6
  1. 1.Pacific Institute of Bioorganic ChemistryFar-Eastern Branch of the Russian Academy of SciencesVladivostokRussia
  2. 2.Suntory Institute for Bioorganic ResearchMishima-gunJapan
  3. 3.UMR6543 CNRS—Université de Nice Sophia Antipolis, Centre de BiochimieParc ValroseFrance
  4. 4.Department of Organic and Biomolecular ChemistryUniversity of GoettingenGoettingenGermany
  5. 5.Pacific Oceanological InstituteFar-Eastern Branch of the Russian Academy of SciencesVladivostokRussia
  6. 6.Swinburne University of TechnologyHawthornAustralia

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