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
2010
29
1
30
38
none
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].
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/7935
Citazioni
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 10
Social impact