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dc.contributor.authorYeh, Che-Juien_US
dc.contributor.authorKu, Chiao-Chuen_US
dc.contributor.authorLin, Wei-Chenen_US
dc.contributor.authorFan, Chiao-Yuanen_US
dc.contributor.authorZulueta, Medel Manuel L.en_US
dc.contributor.authorManabe, Yoshiyukien_US
dc.contributor.authorFukase, Koichien_US
dc.contributor.authorLi, Yaw-Kuenen_US
dc.contributor.authorHung, Shang-Chengen_US
dc.date.accessioned2019-04-02T06:00:27Z-
dc.date.available2019-04-02T06:00:27Z-
dc.date.issued2019-01-18en_US
dc.identifier.issn1439-4227en_US
dc.identifier.urihttp://dx.doi.org/10.1002/cbic.201800464en_US
dc.identifier.urihttp://hdl.handle.net/11536/148819-
dc.description.abstractMany circulating cancer-related proteins, such as fibroblast growth factors (FGFs), associate with glycosaminoglycans-particularly heparan sulfate-at the cell surface. Disaccharide analogues of heparan sulfate had previously been identified as the shortest components out of the sugars that bind to FGF-1 and FGF-2. Taking note of the typical pose of l-iduronic acid, we conceived of per-O-sulfonated analogues of such disaccharides, and devised a single-step procedure for per-O-sulfonation of unprotected sugars with concomitant 1,6-anhydro bridge formation to achieve such compounds through direct use of SO3Et3N as sulfonation reagent and dimethylformamide as solvent. The synthesized sugars based on the oligomaltose backbone bound FGF-1 and FGF-2 mostly at the sub-micromolar level, although the tetrasaccharide analogue achieved low-nanomolar binding with FGF-2.en_US
dc.language.isoen_USen_US
dc.subjectanhydrosugarsen_US
dc.subjectcarbohydratesen_US
dc.subjectfibroblast growth factorsen_US
dc.subjectoligosaccharidesen_US
dc.subjectper-O-sulfonationen_US
dc.subjectsynthetic methodsen_US
dc.titleSingle-Step Per-O-Sulfonation of Sugar Oligomers with Concomitant 1,6-Anhydro Bridge Formation for Binding Fibroblast Growth Factorsen_US
dc.typeArticleen_US
dc.identifier.doi10.1002/cbic.201800464en_US
dc.identifier.journalCHEMBIOCHEMen_US
dc.citation.volume20en_US
dc.citation.spage237en_US
dc.citation.epage240en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000457615700016en_US
dc.citation.woscount0en_US
Appears in Collections:Articles