کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1376937 981967 2008 6 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Design, synthesis, FGF-1 binding, and molecular modeling studies of conformationally flexible heparin mimetic disaccharides
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Design, synthesis, FGF-1 binding, and molecular modeling studies of conformationally flexible heparin mimetic disaccharides
چکیده انگلیسی

Disaccharide mimetics of a heparin sequence that binds to fibroblast growth factors were prepared by coupling a d-galactose donor with a methyl β-d-gluco- or xylopyranoside acceptor. When fully sulfated, the glucose or xylose moieties exist in solution in equilibrium between the 4C1 and 1C4 conformers, as confirmed by 1H NMR spectroscopy, thus mimicking the conformationally flexible l-iduronic acid found in heparin. Docking calculations showed that the predicted locations of disaccharide sulfo groups in the binding site of FGF-1 are consistent with the positions observed for co-crystallized heparin-derived oligosaccharides. Predicted binding affinities are in accord with experimental Kd values obtained from binding assays and are similar to the predicted values for a model heparin disaccharide.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 18, Issue 1, 1 January 2008, Pages 344–349
نویسندگان
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