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  • 1. Edgar, Rebecca J.
    et al.
    van Hensbergen, Vincent P.
    Ruda, Alessandro
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Turner, Andrew G.
    Deng, Pan
    Le Breton, Yoann
    El-Sayed, Najib M.
    Belew, Ashton T.
    McIver, Kevin S.
    McEwan, Alastair G.
    Morris, Andrew J.
    Lambeau, Gérard
    Walker, Markj
    Rush, Jeffrey S.
    Korotkov, Konstantin
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    van Sorge, Nina M.
    Korotkova, Natalia
    Discovery of glycerol phosphate modification on streptococcal rhamnose polysaccharides2019In: Nature Chemical Biology, ISSN 1552-4450, E-ISSN 1552-4469, Vol. 15, no 5, p. 463-+Article in journal (Refereed)
    Abstract [en]

    Cell wall glycopolymers on the surface of Gram-positive bacteria are fundamental to bacterial physiology and infection biology. Here we identify gacH, a gene in the Streptococcus pyogenes group A carbohydrate (GAC) biosynthetic cluster, in two independent transposon library screens for its ability to confer resistance to zinc and susceptibility to the bactericidal enzyme human group IIA-secreted phospholipase A(2). Subsequent structural and phylogenetic analysis of the GacH extracellular domain revealed that GacH represents an alternative class of glycerol phosphate transferase. We detected the presence of glycerol phosphate in the GAC, as well as the serotype c carbohydrate from Streptococcus mutans, which depended on the presence of the respective gacH homologs. Finally, nuclear magnetic resonance analysis of GAC confirmed that glycerol phosphate is attached to approximately 25% of the GAC N-acetylglucosamine side-chains at the C6 hydroxyl group. This previously unrecognized structural modification impacts host-pathogen interaction and has implications for vaccine design.

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