Rabbit muscle aldolase (RAMA) as a catalyst in a new approach for the synthesis of 3-deoxy-D-manno-2-octulosonic acid and analogues

Authors
Crestia, D Guerard, C Bolte, J Demuynck, C
Citation
D. Crestia et al., Rabbit muscle aldolase (RAMA) as a catalyst in a new approach for the synthesis of 3-deoxy-D-manno-2-octulosonic acid and analogues, J MOL CAT B, 11(4-6), 2001, pp. 207-212
Citations number
29
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
ISSN journal
13811177 → ACNP
Volume
11
Issue
4-6
Year of publication
2001
Pages
207 - 212
Database
ISI
SICI code
1381-1177(20010122)11:4-6<207:RMA(AA>2.0.ZU;2-L
Abstract
A new approach leading to 3-deoxy-D-manno-2-octulosonic acid (KDO) and 4-de oxy-KDO is described. The key step is the formation of the C-5-C-6 bond cat alysed by fructose-1,6-bisphosphate aldolase, which controls the stereochem istry of these two centres. The important step of the aldehyde substrates ( la, Ib, Ic) synthesis is the Barbier reaction of ethyl-bromomethylacrylate or bromomethylacrylonitrile with the monoacetal of glyoxal in the presence of indium. (C) 2001 Elsevier Science B.V. All rights reserved.