Portability of the thiolation domain in recombinant pyoverdine non-ribosomal peptide synthetases

BMC Microbiology

Volumn 15, Issue 1, 2015, Pages

  Calcott, Mark J ^a   Ackerley, David F ^a,b  

^a VICTORIA UNIVERSITY OF WELLINGTON   (New Zealand)

^b UNIVERSITY OF AUCKLAND   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

NONRIBOSOMAL PEPTIDE SYNTHETASE; PYOVERDINE; PYOVERDINE SYNTHETASE; RECOMBINANT ENZYME; SERINE; THREONINE; UNCLASSIFIED DRUG; BACTERIAL PROTEIN; HYBRID PROTEIN; PEPTIDE SYNTHASE; PYOVERDINE SYNTHETASE PROTEIN, PSEUDOMONAS; THIOL DERIVATIVE;

ADENYLATION DOMAIN; ARTICLE; CONDENSATION DOMAIN; CONTROLLED STUDY; NONHUMAN; PROTEIN DOMAIN; PSEUDOMONAS AERUGINOSA; PSEUDOMONAS FLUORESCENS; PSEUDOMONAS PUTIDA; PSEUDOMONAS SYRINGAE PV. PHASEOLICOLA; THIOLATION DOMAIN; ENZYMOLOGY; GENETICS; METABOLISM; PROTEIN TERTIARY STRUCTURE;

PSEUDOMONAS AERUGINOSA;

BACTERIAL PROTEINS; PEPTIDE SYNTHASES; PROTEIN STRUCTURE, TERTIARY; PSEUDOMONAS AERUGINOSA; RECOMBINANT FUSION PROTEINS; SULFHYDRYL COMPOUNDS;

EID: 84938916110     PISSN: None     EISSN: 14712180     Source Type: Journal    
DOI: 10.1186/s12866-015-0496-3     Document Type: Article

References (35)

1. Caboche S, Leclere V, Pupin M, Kucherov G, Jacques P. Diversity of Monomers in Nonribosomal Peptides: towards the Prediction of Origin and Biological Activity. J Bacteriol. 2010;192:5143-50.
2. Felnagle EA, Jackson EE, Chan YA, Podevels AM, Berti AD, McMahon MD, et al. Nonribosomal Peptide Synthetases Involved in the Production of Medically Relevant Natural Products. Mol Pharm. 2008;5:191-211.
3. Stein T, Vater J, Kruft V, Otto A, Wittmann-Liebold B, Franke P, et al. The Multiple Carrier Model of Nonribosomal Peptide Biosynthesis at Modular Multienzymatic Templates. J Biol Chem. 1996;271:15428-35.
4. Hur GH, Vickery CR, Burkart MD. Explorations of catalytic domains in non-ribosomal peptide synthetase enzymology. Nat Prod Rep. 2012;29:1074-98.
5. Marahiel MA, Stachelhaus T, Mootz HD. Modular Peptide Synthetases Involved in Nonribosomal Peptide Synthesis. Chem Rev. 1997;97:2651-74.
6. Sieber SA, Marahiel MA. Molecular Mechanisms Underlying Nonribosomal Peptide Synthesis: Approaches to New Antibiotics. Chem Rev. 2005;105:715-38.
7. Stevens BW, Joska TM, Anderson AC. Progress toward re-engineering non-ribosomal peptide synthetase proteins: a potential new source of pharmacological agents. Drug Dev Res. 2006;66:9-18.
8. Calcott MJ, Ackerley DF. Genetic manipulation of non-ribosomal peptide synthetases to generate novel bioactive peptide products. Biotechnol Lett. 2014;37:383-9.
9. Belshaw PJ, Walsh CT, Stachelhaus T. Aminoacyl-CoAs as Probes of Condensation Domain Selectivity in Nonribosomal Peptide Synthesis. Science. 1999;284:486-9.
10. Ehmann DE, Trauger JW, Stachelhaus T, Walsh CT. Aminoacyl-SNACs as small-molecule substrates for the condensation domains of nonribosomal peptide synthetases. Chem Biol. 2000;7:765-72.
11. Ackerley DF, Lamont IL. Characterization and Genetic Manipulation of Peptide Synthetases in Pseudomonas aeruginosa PAO1 in Order to Generate Novel Pyoverdines. Chem Biol. 2004;11:971-80.
12. Calcott MJ, Owen JG, Lamont IL, Ackerley DF. Biosynthesis of Novel Pyoverdines by Domain Substitution in a Nonribosomal Peptide Synthetase of Pseudomonas aeruginosa. Appl Environ Microbiol. 2014;80:5723-31.
13. Tanovic A, Samel SA, Essen L-O, Marahiel MA. Crystal Structure of the Termination Module of a Nonribosomal Peptide Synthetase. Science. 2008;321:659-63.
14. Ackerley DF, Caradoc-Davies TT, Lamont IL. Substrate specificity of the nonribosomal peptide synthetase PvdD from Pseudomonas aeruginosa. J Bacteriol. 2003;185:2848-55.
15. Linne U, Doekel S, Marahiel MA. Portability of Epimerization Domain and Role of Peptidyl Carrier Protein on Epimerization Activity in Nonribosomal Peptide Synthetases. Biochemistry (Mosc). 2001;40:15824-34.
16. Doekel S, Marahiel MA. Dipeptide formation on engineered hybrid peptide synthetases. Chem Biol. 2000;7:373-84.
17. Duerfahrt T, Doekel S, Sonke T, Quaedflieg PJLM, Marahiel MA. Construction of hybrid peptide synthetases for the production of α-l-aspartyl-l phenylalanine, a precursor for the high-intensity sweetener aspartame. Eur J Biochem. 2003;270:4555-63.
18. Owen JG, Robins KJ, Parachin NS, Ackerley DF. A functional screen for recovery of 4′-phosphopantetheinyl transferase and associated natural product biosynthesis genes from metagenome libraries. Environ Microbiol. 2012;14:1198-209.
19. Zhou Z, Lai JR, Walsh CT. Directed evolution of aryl carrier proteins in the enterobactin synthetase. Proc Natl Acad Sci U S A. 2007;104:11621-6.
20. Hannauer M, Yeterian E, Martin LW, Lamont IL, Schalk IJ. An efflux pump is involved in secretion of newly synthesized siderophore by Pseudomonas aeruginosa. FEBS Lett. 2010;584:4751-5.
21. Yeterian E, Martin LW, Guillon L, Journet L, Lamont IL, Schalk IJ. Synthesis of the siderophore pyoverdine in Pseudomonas aeruginosa involves a periplasmic maturation. Amino Acids. 2009;38:1447-59.
22. Chiocchini C, Linne U, Stachelhaus T. In Vivo Biocombinatorial Synthesis of Lipopeptides by COM Domain-Mediated Reprogramming of the Surfactin Biosynthetic Complex. Chem Biol. 2006;13:899-908.
23. Koglin A, Walsh CT. Structural insights into nonribosomal peptide enzymatic assembly lines. Nat Prod Rep. 2009;26:987.
24. Beer R, Herbst K, Ignatiadis N, Kats I, Adlung L, Meyer H, et al. Creating functional engineered variants of the single-module non-ribosomal peptide synthetase IndC by T domain exchange. Mol Biosyst. 2014;10:1709-18.
25. Koglin A, Mofid MR, Löhr F, Schäfer B, Rogov VV, Blum M-M, et al. Conformational Switches Modulate Protein Interactions in Peptide Antibiotic Synthetases. Science. 2006;312:273-6.
26. Frueh DP, Arthanari H, Koglin A, Vosburg DA, Bennett AE, Walsh CT, et al. Dynamic thiolation-thioesterase structure of a non-ribosomal peptide synthetase. Nature. 2008;454:903-6.
27. Samel SA, Schoenafinger G, Knappe TA, Marahiel MA, Essen L-O. Structural and Functional Insights into a Peptide Bond-Forming Bidomain from a Nonribosomal Peptide Synthetase. Structure. 2007;15:781-92.
28. Stein DB, Linne U, Marahiel MA. Utility of epimerization domains for the redesign of nonribosomal peptide synthetases. FEBS J. 2005;272:4506-20.
29. Clugston SL, Sieber SA, Marahiel MA, Walsh CT. Chirality of Peptide Bond-Forming Condensation Domains in Nonribosomal Peptide Synthetases: The C5 Domain of Tyrocidine Synthetase Is a DCL Catalyst. Biochemistry (Mosc). 2003;42:12095-104.
30. Owen JG, Ackerley DF. Characterization of pyoverdine and achromobactin in Pseudomonas syringae pv. phaseolicola 1448a. BMC Microbiol. 2011;11:218.
31. Moon C, Zhang X-X, Matthijs S, Schafer M, Budzikiewicz H, Rainey P. Genomic, genetic and structural analysis of pyoverdine-mediated iron acquisition in the plant growth-promoting bacterium Pseudomonas fluorescens SBW25. BMC Microbiol. 2008;8:7.
32. Ravel J, Cornelis P. Genomics of pyoverdine-mediated iron uptake in pseudomonads. Trends Microbiol. 2003;11:195-200.
33. Bachmann BO, Ravel J. 2009. Chapter 8 Methods for In Silico Prediction of Microbial Polyketide and Nonribosomal Peptide Biosynthetic Pathways from DNA Sequence Data, p. 181-217. In David A. Hopwood (ed.), Methods in Enzymology. Academic Press. doi: 10.1016/S0076-6879(09)04808-3
34. Baynham PJ, Ramsey DM, Gvozdyev BV, Cordonnier EM, Wozniak DJ. The Pseudomonas aeruginosa Ribbon-Helix-Helix DNA-Binding Protein AlgZ (AmrZ) Controls Twitching Motility and Biogenesis of Type IV Pili. J Bacteriol. 2006;188:132-40.
35. Wang Z, Xiong G, Lutz F. Site-specific integration of the phage ΦCTX genome into the Pseudomonas aeruginosa chromosome: characterization of the functional integrase gene located close to and upstream of attP. Mol Gen Genet MGG. 1995;246:72-9.