Synthetic heparan sulfate dodecasaccharides reveal single sulfation site interconverts CXCL8 and CXCL12 chemokine biology
The multigram-scale synthesis of a sulfation-site programmed heparin-like dodecasaccharide is described. Evaluation alongside dodecasaccharides lacking this single glucosamine O6-sulfation, or having per-O6-sulfation, shows that site-specific modification of the terminal glucosamine dramatically int...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-09, Vol.51 (72), p.13846-13849 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Jayson, Gordon C Hansen, Steen U Miller, Gavin J Cole, Claire L Rushton, Graham Avizienyte, Egle Gardiner, John M |
| description | The multigram-scale synthesis of a sulfation-site programmed heparin-like dodecasaccharide is described. Evaluation alongside dodecasaccharides lacking this single glucosamine O6-sulfation, or having per-O6-sulfation, shows that site-specific modification of the terminal glucosamine dramatically interconverts regulation of in vitro and in vivo biology mediated by the two important chemokines, CXCL12 (SDF1α) or CXCL8 (IL-8). |
| doi_str_mv | 10.1039/c5cc05222j |
| format | Article |
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| ispartof | Chemical communications (Cambridge, England), 2015-09, Vol.51 (72), p.13846-13849 |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Biology Carbohydrate Sequence Cell Migration Assays, Leukocyte chemical reactions Chemistry chemokine CXCL12 Chemokine CXCL12 - antagonists & inhibitors Control glucosamine heparan sulfate Heparitin Sulfate - chemistry Heparitin Sulfate - pharmacology Human Umbilical Vein Endothelial Cells Humans interleukin-8 Interleukin-8 - antagonists & inhibitors Leukocytes Oligosaccharides - chemistry Oligosaccharides - pharmacology Sulfates Sulfation Synthesis Terminals |
| title | Synthetic heparan sulfate dodecasaccharides reveal single sulfation site interconverts CXCL8 and CXCL12 chemokine biology |
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