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- W2900511704 abstract "The preparation and characterization of a series of di-, tri-, and tetrasaccharide analogues of β-(1→3)-glucans is described in which each pyranoside ring is replaced by a 5-thiopyranosyl ring and each glycosidic oxygen by a thioether. These oligomeric 1,5-dithio-d-glucopyranose derivatives were shown to inhibit the staining of human neutrophils and of mouse macrophages by fluorescent anti-CR3 and anti-Dectin-1 antibodies, respectively. The compounds were also demonstrated to stimulate phagocytosis and pinocytosis indicative of binding to the carbohydrate binding domains of complement receptor 3 (CR3) and Dectin-1. Activity in all three assays was optimum at the level of the trisaccharide mimic, suggesting that, while the replacement of ethereal oxygens by thioethers results in a greater affinity for the aromatic lined hydrophobic binding pockets, the presence of multiple longer C–S bonds eventually results in a mismatch and a loss of affinity." @default.
- W2900511704 created "2018-11-29" @default.
- W2900511704 creator A5003310236 @default.
- W2900511704 creator A5027175360 @default.
- W2900511704 creator A5084995275 @default.
- W2900511704 date "2018-11-20" @default.
- W2900511704 modified "2023-10-02" @default.
- W2900511704 title "Synthesis and Evaluation of 1,5-Dithia-<scp>d</scp>-laminaribiose, Triose, and Tetraose as Truncated β-(1→3)-Glucan Mimetics" @default.
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- W2900511704 doi "https://doi.org/10.1021/acs.joc.8b01645" @default.
- W2900511704 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6467787" @default.
- W2900511704 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30456952" @default.
- W2900511704 hasPublicationYear "2018" @default.
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