Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin

Hariprasad Venugopal, Patrick J.B. Edwards, Martin Schwalbe, Jolyon K. Claridge, David S Libich, Judith Stepper, Trevor Loo, Mark L. Patchett, Gillian E. Norris, Steven M. Pascal

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

Bacteriocins are bacterial peptides with specific activity against competing species. They hold great potential as natural preservatives and for their probiotic effects. We show here nuclear magnetic resonance-based evidence that glycocin F, a 43-amino acid bacteriocin from Lactobacillus plantarum, contains two β-linked N-acetylglucosamine moieties, attached via side chain linkages to a serine via oxygen, and to a cysteine via sulfur. The latter linkage is novel and has helped to establish a new type of post-translational modification, the S-linked sugar. The peptide conformation consists primarily of two α-helices held together by a pair of nested disulfide bonds. The serine-linked sugar is positioned on a short loop sequentially connecting the two helices, while the cysteine-linked sugar presents at the end of a long disordered C-terminal tail. The differing chemical and conformational stabilities of the two N-actetylglucosamine moieties provide clues about the possible mode of action of this bacteriostatic peptide.(Figure Presented)

Original languageEnglish (US)
Pages (from-to)2748-2755
Number of pages8
JournalBiochemistry
Volume50
Issue number14
DOIs
StatePublished - Apr 12 2011
Externally publishedYes

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Bacteriocins
Structural dynamics
Sugars
Serine
Peptides
Cysteine
Lactobacillus plantarum
Acetylglucosamine
Probiotics
Post Translational Protein Processing
Sulfur
Disulfides
Conformations
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Oxygen
Amino Acids

ASJC Scopus subject areas

  • Biochemistry

Cite this

Venugopal, H., Edwards, P. J. B., Schwalbe, M., Claridge, J. K., Libich, D. S., Stepper, J., ... Pascal, S. M. (2011). Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin. Biochemistry, 50(14), 2748-2755. https://doi.org/10.1021/bi200217u

Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin. / Venugopal, Hariprasad; Edwards, Patrick J.B.; Schwalbe, Martin; Claridge, Jolyon K.; Libich, David S; Stepper, Judith; Loo, Trevor; Patchett, Mark L.; Norris, Gillian E.; Pascal, Steven M.

In: Biochemistry, Vol. 50, No. 14, 12.04.2011, p. 2748-2755.

Research output: Contribution to journalArticle

Venugopal, H, Edwards, PJB, Schwalbe, M, Claridge, JK, Libich, DS, Stepper, J, Loo, T, Patchett, ML, Norris, GE & Pascal, SM 2011, 'Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin', Biochemistry, vol. 50, no. 14, pp. 2748-2755. https://doi.org/10.1021/bi200217u
Venugopal H, Edwards PJB, Schwalbe M, Claridge JK, Libich DS, Stepper J et al. Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin. Biochemistry. 2011 Apr 12;50(14):2748-2755. https://doi.org/10.1021/bi200217u
Venugopal, Hariprasad ; Edwards, Patrick J.B. ; Schwalbe, Martin ; Claridge, Jolyon K. ; Libich, David S ; Stepper, Judith ; Loo, Trevor ; Patchett, Mark L. ; Norris, Gillian E. ; Pascal, Steven M. / Structural, dynamic, and chemical characterization of a novel S-glycosylated bacteriocin. In: Biochemistry. 2011 ; Vol. 50, No. 14. pp. 2748-2755.
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