Synthesis of 3-Deoxy-d-threopentofuranose 5-Phosphate, a Substrate of Arabinose 5-Phosphate Isomerase

摘要

3-Deoxy-d-threopentofuranose 5-phosphate, a substrate of arabinose 5-phosphate isomerase, has been synthesised starting from d-arabinose. Selective protection of the hydroxyl groups at C-1, C-2, and C-5 allowed deoxygenation of position 3 by conversion into a thiocarbamate and radical reduction. Deprotection and phosphorylation of the primary hydroxyl group and final deprotection of the other hydroxyl groups afforded the desired compound.View full textDownload full textKeywordsDeoxysugars, API, LPS biosynthesisRelated var addthis_config = { ui_cobrand: "Taylor & Francis Online", services_compact: "citeulike,netvibes,twitter,technorati,delicious,linkedin,facebook,stumbleupon,digg,google,more", pubid: "ra-4dff56cd6bb1830b" }; Add to shortlist Link Permalink http://dx.doi.org/10.1080/07328300903477812