{
    "abstract": "Staphylococcus aureus is a Gram-positive bacterium that is responsible for severe nosocomial infections. The protective capsular polysaccharides (CPs), which are key elements of the cell wall, have been proposed as promising candidate antigens. Several CP types have been identified including CP1, CP5, and CP8, and serotype 1 has been associated with increased resistance to phagocytosis and virulence. Here, the synthesis of a set of S. aureus CP 1 (strain M and D) trisaccharides, composed of an \u03b1-N-acetyl d-fucosamine and two \u03b1-N-acetyl d-galactosaminuronic acid residues, carrying taurine esters together with a nontaurinated hexasaccharide, is reported. To be able to tune the taurine substitution pattern, an orthogonal C-6-OH protecting group strategy for the galactosamine building blocks was developed, in conjunction with a postglycosylation oxidation protocol to site selectively introduce the taurine amide substitutions. The stereoselectivity in the glycosylations was secured using a silylene-protected 2-azido galactose synthon.",
    "authors": [
        {
            "affiliation": "Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, Leiden, 2333 CC, The Netherlands.",
            "firstname": "Kitt Emilie",
            "initials": "KE",
            "lastname": "\u00d8sterlid"
        },
        {
            "affiliation": "Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, Leiden, 2333 CC, The Netherlands.",
            "firstname": "Renata",
            "initials": "R",
            "lastname": "Cergano"
        },
        {
            "affiliation": "Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, Leiden, 2333 CC, The Netherlands.",
            "firstname": "Herman S",
            "initials": "HS",
            "lastname": "Overkleeft"
        },
        {
            "affiliation": "Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, Leiden, 2333 CC, The Netherlands.",
            "firstname": "Gijsbert A",
            "initials": "GA",
            "lastname": "van der Marel"
        },
        {
            "affiliation": "Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, Leiden, 2333 CC, The Netherlands.",
            "firstname": "Jeroen D C",
            "initials": "JDC",
            "lastname": "Cod\u00e9e"
        }
    ],
    "conclusions": null,
    "copyrights": "\u00a9 2025 The Author(s). Chemistry \u2013 A European Journal published by Wiley\u2010VCH GmbH.",
    "doi": "10.1002/chem.202500132",
    "journal": "Chemistry (Weinheim an der Bergstrasse, Germany)",
    "keywords": [
        "Staphylococcus aureus",
        "capsular polysaccharides",
        "glycosylation",
        "stereoselectivity"
    ],
    "methods": null,
    "publication_date": "2025-03-17",
    "pubmed_id": "40095323",
    "results": null,
    "title": "Synthesis of a Set of Staphylococcus Aureus Capsular Polysaccharide Type 1 Oligosaccharides Carrying Taurine Esters.",
    "xml": "<Element 'PubmedArticle' at 0x788502352840>"
}