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.

Airoldi, C., Merlo, S., Nicotra, F. (2010). Synthesis of 3-Deoxy-D-threopentofuranose 5-Phosphate, a Substrate of Arabinose 5-Phosphate Isomerase. JOURNAL OF CARBOHYDRATE CHEMISTRY, 29(1), 30-38 [10.1080/07328300903477812].

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

AIROLDI, CRISTINA;NICOTRA, FRANCESCO
2010

Abstract

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.
Articolo in rivista - Articolo scientifico
API; Deoxysugars; LPS biosynthesis;
English
30
38
9
Airoldi, C., Merlo, S., Nicotra, F. (2010). Synthesis of 3-Deoxy-D-threopentofuranose 5-Phosphate, a Substrate of Arabinose 5-Phosphate Isomerase. JOURNAL OF CARBOHYDRATE CHEMISTRY, 29(1), 30-38 [10.1080/07328300903477812].
Airoldi, C; Merlo, S; Nicotra, F
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/7935
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