Analytical and Bioanalytical Chemistry

, Volume 408, Issue 6, pp 1667–1678 | Cite as

Characterization of fortimicin aminoglycoside profiles produced from Micromonospora olivasterospora DSM 43868 by high-performance liquid chromatography-electrospray ionization-ion trap-mass spectrometry

  • Nguyen Lan Huong
  • Nguyen Huu Hoang
  • Sung-Yong Hong
  • Jae Kyung Sohng
  • Yeo Joon Yoon
  • Je Won Park
Research Paper
First Online:
Received:
Revised:
Accepted:

Abstract

In this study, an efficient high-performance liquid chromatography (HPLC)-electrospray ionization (ESI)–ion trap-tandem mass spectrometry (MS/MS) was developed for the identification of the biosynthetic congeners involved in the aminocyclitol aminoglycosidic fortimicin pathway from Micromonospora olivasterospora fermentation. The usage of both acid extraction (pH ∼2.5) followed by an cationic-exchanging SPE cleanup and pentafluoropropionic acid mediated ion-pairing chromatography with ESI–ion trap–MS/MS detection was determined to be sufficiently practical to profile the fortimicin (FOR) congeners produced in a culture broth. The limit of the quantification for the fortimicin A (FOR-A) standard spiked in the culture broth was ∼1.6 ng mL−1. The average recovery rate was 93.6 %, and the intra- and inter-day precisions were <5 % with accuracy in the range from 87.1 to 94.2 %. Moreover, the epimeric mixtures including FOR-KH, FOR-KR, and FOR-B were separately resolved through a macrocyclic glycopeptide (teicoplanin)-bonded chiral column. As a result, ten natural FOR pseudodisaccharide analogs were identified and semi-quantified in descending order as follows: FOR-A, FOR-B, DCM, FOR-KH plus FOR-KR, FOR-KK1, FOR-AP, FOR-KL1, FOR-AO, and FOR-FU-10. This is the first report on both the simultaneous characterization of diverse structurally closely related FORs derived from bacterial fermentation using HPLC-ESI–ion trap–MS/MS analysis and the chromatographic separation of the three FOR epimers.

Graphical Abstract

Profiling and characterization of ten fortimicin biosynthetic intermediates produced in M. olivasterospora DSM 43868 fermentation

Keywords

Fortimicin aminoglycosides Micromonospora olivasterospora HPLC-ESI–ion trap–MS/MS Chiral column Pentafluoropropionic acid 
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Notes

Acknowledgments

This work was supported by the National Research Foundation of Korea (NRF) grant (2015R1A2A2A01002524, 2013R1A2A1A01014230 [Y.J.Y]) funded by the Ministry of Science, ICT and Future Planning, and by the grant (PJ011066) funded by the Next-Generation BioGreen21 program, Rural Development Administration.

Compliance with ethical standard

Conflict of interest

The authors declare that they have no competing interests.

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Copyright information

© Springer-Verlag Berlin Heidelberg 2016

Authors and Affiliations

  • Nguyen Lan Huong
    • 2
  • Nguyen Huu Hoang
    • 2
  • Sung-Yong Hong
    • 1
  • Jae Kyung Sohng
    • 2
  • Yeo Joon Yoon
    • 3
  • Je Won Park
    • 1
  1. 1.School of Biosystem and Biomedical ScienceKorea UniversitySeoulRepublic of Korea
  2. 2.Department of Biotechnology Convergent Pharmaceutical EngineeringSunMoon UniversityChungnamRepublic of Korea
  3. 3.Department of Chemistry and Nano SciencesEwha Womans UniversitySeoulRepublic of Korea

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