UPLC-MS-Based Metabolomic Study of Streptomyces Strain HCCB10043 Under Different pH Conditions Reveals Important Pathways Affecting the Biosynthesis of A21978C Compounds

REFERENCES

• Arias , C. L. , C. S. Andreo , M. F. Drincovich , and M. C. Gerrard Wheeler . 2013 . Fumarate and cytosolic pH as modulators of the synthesis or consumption of C(4) organic acids through NADP-malic enzyme in Arabidopsis thaliana . Plant Mol. Biol. 81 : 297 – 307 .
   PubMed Web of Science ®Google Scholar
• Baltz , R. H. , V. Miao , and S. K. Wrigley . 2005 . Natural products to drug: Daptomycin and related lipopeptide antibiotics . Nat. Prod. Rep. 22 : 717 – 741 .
   PubMed Web of Science ®Google Scholar
• Baranowska , I. , and S. Magiera . 2011 . Analysis of isoflavones and flavonoids in human urine by UHPLC . Anal. Bioanal. Chem. 399 : 3211 – 3219 .
   PubMed Web of Science ®Google Scholar
• Bourne , R. , U. Himmelreich , A. Sharma , C. Mountford , and T. Sorrell . 2001 . Identification of Enterococcus, Streptococcus and Staphylococcus by multivariate analysis of proton magnetic resonance spectroscopic data from plate cultures . J. Clin. Microb. 39 : 2916 – 2923 .
   PubMed Web of Science ®Google Scholar
• Braaksma , M. , S. Bijlsma , L. Coulier , P. J. Punt , and M. J. van der Werf . 2011 . Metabolomics as a tool for target identification in strain improvement: The influence of phenotype definition . Microbiology 157 : 147 – 159 .
   PubMed Web of Science ®Google Scholar
• Budai , L. , O. Ozohanics , K. Ludanyi , L. Drahos , T. Kremmer , J. Krenyacz , and K. Vekey . 2009 . Investigation of genetic variants of alpha-1 acid glycoprotein by ultra-performance liquid chromatography-mass spectrometry . Anal. Bioanal. Chem. 393 : 991 – 998 .
   PubMed Web of Science ®Google Scholar
• Chan , E. C. , S. L. Yap , A. J. Lau , P. C. Leow , D. F. Toh , and H. L. Koh . 2007 . Ultra-performance liquid chromatography/time-of-flight mass spectrometry based metabolomics of raw and steamed Panax notoginseng . Rapid Commun. Mass Spectrom. 21 : 519 – 528 .
   PubMed Web of Science ®Google Scholar
• Debono , M. 1988 . Enzymatic and chemical modification of lipopeptide antibiotic A21978C: The synthesis and evaluation of daptomycin (LY146032) . J. Antibiot. 41 : 1093 – 1105 .
   PubMed Web of Science ®Google Scholar
• Debono , M. , M. Bamhart , C. B. Carrell , J. A. Hoffmann , J. L. Occolowicz , B. J. Abbott , D. S. Fukuda , R. L. Hamill , K. Bieman , and W. C. Herlihey . 1987 . A21978C, a complex of new acidic peptide antibiotics: isolation, chemistry and mass spectral structure elucidation . J. Antibiot. 40 : 761 – 777 .
   PubMed Web of Science ®Google Scholar
• Fuchs , P. 2002 . In vitro bactericidal activity of daptomycin against Staphylococci . Antimicrob. Agents. Chemother. 49 : 467 – 470 .
   Web of Science ®Google Scholar
• Girish , R. D. , K. R. Amrendra , N. S. Rao , B. M. Rao , and J. R. Reddy . 2011 . Rapid screening of volatile ion-pair reagents using UHPLC and robust analytical method development using DoE for an acetyl cholinesterase inhibitor: Galantamine HBr . Chromatographia 73 : 639 – 648 .
   Web of Science ®Google Scholar
• Gressler , M. , C. Zaehle , K. Scherlach , C. Hertweck , and M. Brock . 2011 . Multifactorial induction of an orphan PKS-NRPS gene cluster in Aspergillus terreus . Chem. Biol. 18 : 198 – 209 .
   PubMed Web of Science ®Google Scholar
• Gu , L. , G. Tao , W. Gu , and R. L. Prior . 2002. Determination of soyasaponins in soy with LC-MS following structural unification by partial alkaline degradation. J. Agric. Food. Chem. 50: 6951–6959.
   PubMed Web of Science ®Google Scholar
• Holtzel , A. , D. G. Schmid , G. J. Nicholson , S. Stevanovic , J. Schimana , K. Gebhardt , H. P. Fiedler , and G. Jung . 2002 . Arylomycins A and B, new biaryl-bridged lipopeptide antibiotics produced by Streptomyces sp. Tü 6075, II: Structure elucidation . J. Antibiot. 55 : 571 – 577 .
   PubMed Web of Science ®Google Scholar
• Huang , D. , X. Jia , J. Wen , G. Wang , G. Yu , Q. Caiyin , and Y. Chen . 2011 . Metabolic flux analysis and principal nodes identification for daptomycin production improvement by Streptomyces roseosporus . Appl. Biochem. Biotechnol. 165 : 1725 – 1739 .
   PubMed Web of Science ®Google Scholar
• Huang , D. , J. Wen , G. Wang , G. Yu , X. Jia , and Y. Chen . 2012 . In silico aided metabolic engineering of Streptomyces roseosporus for daptomycin yield improvement . Appl. Microbiol. Biotechnol. 94 : 637 – 649 .
   PubMed Web of Science ®Google Scholar
• Jin , X. , M. Rao , W. Wei , M. Ge , J. J. Liu , D. J. Chen , and Y. H. Liang . 2012 . Biosynthesis of new lipopentapeptides by an engineered strain of Streptomyces sp. HCCB10043 . Biotechnol. Lett. 34 : 2283 – 2289 .
   PubMed Web of Science ®Google Scholar
• Kern , A. , E. Tilley , and I. S. Hunter . 2007 . Engineering primary metabolic pathways of industrial micro-organisms . J. Biotech. 129 : 6 – 29 .
   PubMed Web of Science ®Google Scholar
• Liu , W. T. , R. D. Kersten , Y. L. Yang , B. S. Moore , and P. C. Dorrestein . 2011 . Imaging mass spectrometry and genome mining via short sequence tagging identified the anti-infective agent arylomycin in Streptomyces roseosporus . J. Am. Chem. Soc. 133 : 18010 – 18013 .
   PubMed Web of Science ®Google Scholar
• Miao , V. , M. F. Coeffet-Legal , P. Brian , R. Brost , J. Penn , A. Whiting , et al. . 2005 . Daptomycin biosynthesis in Streptomyces roseosporus: Cloning and analysis of the gene cluster and revision of peptide stereochemistry . Microbiology 151 : 1507 – 1523 .
   PubMed Web of Science ®Google Scholar
• Ntakadzeni , E. M. , T. Fidele , A. S. Paul , A. P. Lizelle , and A. D. Ian . 2013 . The short and long of it: Shorter chromatographic analysis suffices for sample classification during UHPLC-MS-based metabolic fingerprinting . Chromatographia 76 : 279 – 285 .
   Web of Science ®Google Scholar
• Rao , M. , X. Jin , L. Ruan , M. Luo , and X. F. Sheng . 2012 . Identification of lipopeptide antibiotics and their biosynthetic gene cluster in Streptomyces parvus HCCB10043 . Chin. J. Pharm. 43 : 12 – 17 .
   Google Scholar
• Rao , M. , Q. Li , L. Feng , X. Xia , L. Ruan , X. Sheng , and M. Ge . 2011 . A new aminopeptidase inhibitor from Streptomyces strain HCCB10043 found by UPLC–MS . Anal. Bioanal. Chem. 401 : 699 – 706 .
   PubMed Web of Science ®Google Scholar
• Tan , S. Z. 2006 . The latest progresses on daptomycin . Chin. Pharm. Aff. 20 : 375 – 377 .
   Google Scholar
• Wang , L. , Y. Zhao , Q. Liu , Y. Huang , C. Hu , and G. Liao . 2012 . Improvement of A21978C production in Streptomyces roseosporus by reporter-guided rps L mutation selection . J. Appl. Microbiol. 6 : 1095 – 1101 .
   Google Scholar
• Wu , S. , K. Yang , Z. Liang , L. Zhang , and Y. Zhang . 2011 . Urea free and more efficient sample preparation method for mass spectrometry based protein identification via combining the formic acid-assisted chemical cleavage and trypsin digestion . Talanta 86 : 429 – 435 .
   PubMed Web of Science ®Google Scholar
• Yu , G. , X. Jia , J. Wen , W. Lu , G. Wang , Q. Caiyin , and Y. Chen . 2011 . Strain improvement of Streptomyces roseosporus for daptomycin production by rational screening of He-Ne laser and NTG induced mutants and kinetic modeling . Appl. Biochem. Biotechnol. 163 : 729 – 743 .
   PubMed Web of Science ®Google Scholar