carbon-carbon bond formation;
aldolase;
KDO;
KDO analogues;
D O I:
10.1016/S1381-1177(00)00074-6
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
071010 ;
081704 ;
摘要:
A new approach leading to 3-deoxy-D-manno-2-octulosonic acid (KDO) and 4-deoxy-KDO is described. The key step is the formation of the C-5-C-6 bond catalysed by fructose-1,6-bisphosphate aldolase, which controls the stereochemistry 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.