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  1. Article: PGL-III, a Rare Intermediate of

    Ishizuka, Shigenari / van Dijk, J Hessel M / Kawakita, Tomomi / Miyamoto, Yuji / Maeda, Yumi / Goto, Masamichi / Le Calvez, Guillaume / Groot, L Melanie / Witte, Martin D / Minnaard, Adriaan J / van der Marel, Gijsbert A / Ato, Manabu / Nagae, Masamichi / Codée, Jeroen D C / Yamasaki, Sho

    ACS central science

    2023  Volume 9, Issue 7, Page(s) 1388–1399

    Abstract: Although leprosy (Hansen's disease) is one of the oldest known diseases, the pathogenicity ... ...

    Abstract Although leprosy (Hansen's disease) is one of the oldest known diseases, the pathogenicity of
    Language English
    Publishing date 2023-07-12
    Publishing country United States
    Document type Journal Article
    ISSN 2374-7943
    ISSN 2374-7943
    DOI 10.1021/acscentsci.3c00040
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Synthetic Phenolic Glycolipids for Application in Diagnostic Tests for Leprosy.

    van Dijk, J Hessel M / van Hooij, Anouk / Groot, L Melanie / Geboers, Jolijn / Moretti, Rosita / Verhard-Seymonsbergen, Els / de Jong, Danielle / van der Marel, Gijs A / Corstjens, Paul L A M / Codée, Jeroen D C / Geluk, Annemieke

    Chembiochem : a European journal of chemical biology

    2021  Volume 22, Issue 8, Page(s) 1487–1493

    Abstract: Point-of-care (POC) diagnostic tests for the rapid detection of individuals infected with Mycobacterium leprae, the causative pathogen of leprosy, represent efficient tools to guide therapeutic and prophylactic treatment strategies in leprosy control ... ...

    Abstract Point-of-care (POC) diagnostic tests for the rapid detection of individuals infected with Mycobacterium leprae, the causative pathogen of leprosy, represent efficient tools to guide therapeutic and prophylactic treatment strategies in leprosy control programs, thus positively contributing to clinical outcome and reducing transmission of this infectious disease. Levels of antibodies directed against the M. leprae-specific phenolic glycolipid I (PGL-I) closely correlate with an individual's bacterial load and a higher risk of developing leprosy. We describe herein the assembly of a set of PGL glycans carrying the characteristic phenol aglycon and featuring different methylation patterns. The PGL trisaccharides were applied to construct neoglycoproteins that were used to detect anti-PGL IgM antibodies in leprosy patients. ELISAs and quantitative lateral-flow assays based on up-converting nanoparticles (UCP-LFAs) showed that the generated PGL-I and PGL-II trisaccharide neoglycoconjugates can be applied for the detection of anti M. leprae IgM antibodies in POC tests.
    MeSH term(s) Antigens, Bacterial/chemistry ; Diagnostic Tests, Routine ; Glycolipids/chemical synthesis ; Glycolipids/chemistry ; Humans ; Leprosy/diagnosis ; Molecular Conformation
    Chemical Substances Antigens, Bacterial ; Glycolipids ; phenolic glycolipid I, Mycobacterium leprae
    Language English
    Publishing date 2021-02-10
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2020469-3
    ISSN 1439-7633 ; 1439-4227
    ISSN (online) 1439-7633
    ISSN 1439-4227
    DOI 10.1002/cbic.202000810
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Synthesis of the Staphylococcus aureus Strain M Capsular Polysaccharide Repeating Unit.

    Hagen, Bas / van Dijk, J Hessel M / Zhang, Qingju / Overkleeft, Herman S / van der Marel, Gijsbert A / Codée, Jeroen D C

    Organic letters

    2017  Volume 19, Issue 10, Page(s) 2514–2517

    Abstract: The synthesis of the Staphylococcus aureus strain M capsular polysaccharide repeating unit is reported. A postglycosylation oxidation strategy was utilized for the construction of the α-galactosaminuronic acid linkages, relying on a stereoselective 2- ... ...

    Abstract The synthesis of the Staphylococcus aureus strain M capsular polysaccharide repeating unit is reported. A postglycosylation oxidation strategy was utilized for the construction of the α-galactosaminuronic acid linkages, relying on a stereoselective 2-azido-4,6-O-di-tert-butylsilylidene galactopyranoside donor, for which the selectivity was assessed by model glycosylations. The α-fucosamine linkage was installed stereoselectively, using a reactive 2-azidofucosyl donor. An unexpected glycosidic bond cleavage during the TEMPO/PhI(OAc)
    MeSH term(s) Glycosylation ; Molecular Structure ; Oxidation-Reduction ; Polysaccharides, Bacterial ; Staphylococcus aureus
    Chemical Substances Polysaccharides, Bacterial
    Language English
    Publishing date 2017-05-09
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.7b00747
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Synthesis of the Staphylococcus aureus Strain M Capsular Polysaccharide Repeating Unit

    Hagen, Bas / van Dijk J. Hessel M / Zhang Qingju / Overkleeft Herman S / van der Marel Gijsbert A / Codée Jeroen D. C

    Organic letters. 2017 May 19, v. 19, no. 10

    2017  

    Abstract: The synthesis of the Staphylococcus aureus strain M capsular polysaccharide repeating unit is reported. A postglycosylation oxidation strategy was utilized for the construction of the α-galactosaminuronic acid linkages, relying on a stereoselective 2- ... ...

    Abstract The synthesis of the Staphylococcus aureus strain M capsular polysaccharide repeating unit is reported. A postglycosylation oxidation strategy was utilized for the construction of the α-galactosaminuronic acid linkages, relying on a stereoselective 2-azido-4,6-O-di-tert-butylsilylidene galactopyranoside donor, for which the selectivity was assessed by model glycosylations. The α-fucosamine linkage was installed stereoselectively, using a reactive 2-azidofucosyl donor. An unexpected glycosidic bond cleavage during the TEMPO/PhI(OAc)₂-mediated oxidation of a disaccharide intermediate was circumvented by a TEMPO/PhI(OAc)₂–Pinnick oxidation protocol.
    Keywords Staphylococcus aureus ; cleavage (chemistry) ; glycosidic linkages ; glycosylation ; models ; organic compounds ; oxidation ; polysaccharides ; stereoselectivity
    Language English
    Dates of publication 2017-0519
    Size p. 2514-2517.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021%2Facs.orglett.7b00747
    Database NAL-Catalogue (AGRICOLA)

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