Phosphonic derivatives of carbohydrates: chemoenzymatic synthesis

Authors
Guanti, G Banfi, L Zannetti, MT
Citation
G. Guanti et al., Phosphonic derivatives of carbohydrates: chemoenzymatic synthesis, TETRAHEDR L, 41(17), 2000, pp. 3181-3185
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3181 - 3185
Database
ISI
SICI code
0040-4039(20000422)41:17<3181:PDOCCS>2.0.ZU;2-D
Abstract
A series of homologous racemic beta-hydroxyaldehydes bearing a phosphonate group in the omega-position were synthesised and allowed to react with dihy droxyacetone phosphate (DHAP) via an enzymatic aldol addition catalysed by fructose 1,6-bisphosphate aldolase (FruA). After enzymatic dephosphorylatio n, a set of unnatural omega-phosphonic deoxysugars was obtained. (C) 2000 E lsevier Science Ltd. All rights reserved.