Synthesis of pseudo-disaccharide analogues of lipid A: Haptens for the generation of antibodies with glycosidase activity towards lipid A

Publication Type:

Journal Article

Source:

Journal of Carbohydrate Chemistry, Volume 21, Number 3, pp. 167-188 (2002)

ISBN:

0732-8303

Keywords:

transition-state analog; in-vitro immunization; catalytic antibodies; cocaine; strategies; rats; bond

Abstract:

In order to develop a generic treatment of sepsis caused by infections with Gram-negative bacteria, a series of pseudo-disaccharide analogues of lipid A (1-5) was synthesized. These adducts not only harbor a 2-acylaminodideoxynojirimycin unit mimicking the transition state of the,glycosidic hydrolysis, but also a 2-N, 3-O-diacylated glucosamine moiety capable of generating catalytic antibodies with more selective glycosidase properties towards lipid A.

30/11/2007