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NMR structure of the S-linked glycopeptide sublancin 168.

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Garcia De Gonzalo CV, Zhu L, Oman TJ, van der Donk WA
OpenAccess logo ACS Chem Biol 9 796-801 (2014)
Cited: 26 times
EuropePMC logo PMID: 24405370

Abstract

Sublancin 168 is a member of a small group of glycosylated antimicrobial peptides known as glycocins. The solution structure of sublancin 168, a 37-amino-acid peptide produced by Bacillus subtilis 168, has been solved by nuclear magnetic resonance (NMR) spectroscopy. Sublancin comprises two α-helices and a well-defined interhelical loop. The two helices span residues 6-16 and 26-35, and the loop region encompasses residues 17-25. The 9-amino-acid loop region contains a β-S-linked glucose moiety attached to Cys22. Hydrophobic interactions as well as hydrogen bonding are responsible for the well-structured loop region. The three-dimensional structure provides an explanation for the previously reported extraordinary high stability of sublancin 168.

Reviews - 2mij mentioned but not cited (1)

  1. Mechanism of Action of Ribosomally Synthesized and Post-Translationally Modified Peptides. Ongpipattanakul C, Desormeaux EK, DiCaprio A, van der Donk WA, Mitchell DA, Nair SK. Chem Rev 122 14722-14814 (2022)

Articles - 2mij mentioned but not cited (4)

  1. NMR structure of the S-linked glycopeptide sublancin 168. Garcia De Gonzalo CV, Zhu L, Oman TJ, van der Donk WA. ACS Chem Biol 9 796-801 (2014)
  2. Structure-Activity Relationships of the S-Linked Glycocin Sublancin. Biswas S, Garcia De Gonzalo CV, Repka LM, van der Donk WA. ACS Chem Biol 12 2965-2969 (2017)
  3. Modernized uniform representation of carbohydrate molecules in the Protein Data Bank. Shao C, Feng Z, Westbrook JD, Peisach E, Berrisford J, Ikegawa Y, Kurisu G, Velankar S, Burley SK, Young JY. Glycobiology 31 1204-1218 (2021)
  4. Compatible topologies and parameters for NMR structure determination of carbohydrates by simulated annealing. Feng Y. PLoS One 12 e0189700 (2017)


Reviews citing this publication (8)

  1. New developments in RiPP discovery, enzymology and engineering. Montalbán-López M, Scott TA, Ramesh S, Rahman IR, van Heel AJ, Viel JH, Bandarian V, Dittmann E, Genilloud O, Goto Y, Grande Burgos MJ, Hill C, Kim S, Koehnke J, Latham JA, Link AJ, Martínez B, Nair SK, Nicolet Y, Rebuffat S, Sahl HG, Sareen D, Schmidt EW, Schmitt L, Severinov K, Süssmuth RD, Truman AW, Wang H, Weng JK, van Wezel GP, Zhang Q, Zhong J, Piel J, Mitchell DA, Kuipers OP, van der Donk WA. Nat Prod Rep 38 130-239 (2021)
  2. Emerging facets of prokaryotic glycosylation. Schäffer C, Messner P. FEMS Microbiol Rev 41 49-91 (2017)
  3. The expanding structural variety among bacteriocins from Gram-positive bacteria. Acedo JZ, Chiorean S, Vederas JC, van Belkum MJ. FEMS Microbiol Rev 42 805-828 (2018)
  4. The glycocins: in a class of their own. Norris GE, Patchett ML. Curr Opin Struct Biol 40 112-119 (2016)
  5. Bioinspired Designs, Molecular Premise and Tools for Evaluating the Ecological Importance of Antimicrobial Peptides. Ongey EL, Pflugmacher S, Neubauer P. Pharmaceuticals (Basel) 11 E68 (2018)
  6. Major gene-regulatory mechanisms operating in ribosomally synthesized and post-translationally modified peptide (RiPP) biosynthesis. Bartholomae M, Buivydas A, Viel JH, Montalbán-López M, Kuipers OP. Mol Microbiol 106 186-206 (2017)
  7. Bacteria Hunt Bacteria through an Intriguing Cyclic Peptide. Abdel Monaim SAH, Somboro AM, El-Faham A, de la Torre BG, Albericio F. ChemMedChem 14 24-51 (2019)
  8. Biological Function of Antimicrobial Peptides on Suppressing Pathogens and Improving Host Immunity. Lyu Z, Yang P, Lei J, Zhao J. Antibiotics (Basel) 12 1037 (2023)

Articles citing this publication (13)

  1. The antimicrobial peptide sublancin ameliorates necrotic enteritis induced by Clostridium perfringens in broilers. Wang S, Zeng XF, Wang QW, Zhu JL, Peng Q, Hou CL, Thacker P, Qiao SY. J Anim Sci 93 4750-4760 (2015)
  2. The phosphoenolpyruvate:sugar phosphotransferase system is involved in sensitivity to the glucosylated bacteriocin sublancin. Garcia De Gonzalo CV, Denham EL, Mars RA, Stülke J, van der Donk WA, van Dijl JM. Antimicrob Agents Chemother 59 6844-6854 (2015)
  3. Heterologous biosynthesis and characterization of a glycocin from a thermophilic bacterium. Kaunietis A, Buivydas A, Čitavičius DJ, Kuipers OP. Nat Commun 10 1115 (2019)
  4. Investigations into the Mechanism of Action of Sublancin. Wu C, Biswas S, Garcia De Gonzalo CV, van der Donk WA. ACS Infect Dis 5 454-459 (2019)
  5. Structural determinants of macrocyclization in substrate-controlled lanthipeptide biosynthetic pathways. Bobeica SC, Zhu L, Acedo JZ, Tang W, van der Donk WA. Chem Sci 11 12854-12870 (2020)
  6. Improved production of sublancin via introduction of three characteristic promoters into operon clusters responsible for this novel distinct glycopeptide biosynthesis. Ji S, Li W, Baloch AR, Wang M, Cao B. Microb Cell Fact 14 17 (2015)
  7. Surfactin Like Broad Spectrum Antimicrobial Lipopeptide Co-produced With Sublancin From Bacillus subtilis Strain A52: Dual Reservoir of Bioactives. Sharma D, Singh SS, Baindara P, Sharma S, Khatri N, Grover V, Patil PB, Korpole S. Front Microbiol 11 1167 (2020)
  8. Complex peptide natural products: Biosynthetic principles, challenges and opportunities for pathway engineering. Wenski SL, Thiengmag S, Helfrich EJN. Synth Syst Biotechnol 7 631-647 (2022)
  9. The Antimicrobial Activity of the Glycocin Sublancin Is Dependent on an Active Phosphoenolpyruvate-Sugar Phosphotransferase System. Biswas S, Wu C, van der Donk WA. ACS Infect Dis 7 2402-2412 (2021)
  10. Optimized Genetic Tools Allow the Biosynthesis of Glycocin F and Analogues Designed To Test the Roles of gcc Cluster Genes in Bacteriocin Production. Drummond BJ, Loo TS, Patchett ML, Norris GE. J Bacteriol 203 e00529-20 (2021)
  11. Resolving the conflict between antibiotic production and rapid growth by recognition of peptidoglycan of susceptible competitors. Maan H, Itkin M, Malitsky S, Friedman J, Kolodkin-Gal I. Nat Commun 13 431 (2022)
  12. Structural and mechanistic investigations of protein S-glycosyltransferases. Fujinami D, Garcia de Gonzalo CV, Biswas S, Hao Y, Wang H, Garg N, Lukk T, Nair SK, van der Donk WA. Cell Chem Biol 28 1740-1749.e6 (2021)
  13. Reverse thiophosphorylase activity of a glycoside phosphorylase in the synthesis of an unnatural Manβ1,4GlcNAc library. Keenan T, Hatton NE, Porter J, Vendeville JB, Wheatley DE, Ghirardello M, Wahart AJC, Ahmadipour S, Walton J, Galan MC, Linclau B, Miller GJ, Fascione MA. Chem Sci 14 11638-11646 (2023)


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