The relative orientation of the lipid and carbohydrate moieties of lipochitooligosaccharides related to nodulation factors depends on lipid chain saturation.

Autor: Groves P; Centro de Investigaciones Biológicas, CSIC, Ramiro de Maeztu, Madrid, Spain., Offermann S, Rasmussen MO, Canada FJ, Bono JJ, Driguez H, Imberty A, Jimenez-Barbero J
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2005 Apr 21; Vol. 3 (8), pp. 1381-6. Date of Electronic Publication: 2005 Mar 09.
DOI: 10.1039/b500104h
Abstrakt: Lipochitooligosaccharides (LCOs) signal the symbiosis of rhizobia with legumes and the formation of nitrogen-fixing root nodules. LCOs 1 and 2 share identical tetrasaccharide scaffolds but different lipid moieties (1, LCO-IV(C16:1[9Z], SNa) and , LCO-IV(C16:2[2E,9Z], SNa)). The conformational behaviors of both LCOs were studied by molecular modeling and NMR. Modeling predicts that a small lipid modification would result in a different relative orientation of the lipid and tetrasaccharide moieties. Diffusion ordered spectroscopy reports that both LCOs form small aggregates above 1 mM. Nuclear Overhauser spectroscopy (NOESY) data, collected under monomeric conditions, reveals lipid-carbohydrate contacts only for 1, in agreement with the modeling data. The distinct molecular structures of 1 and 2 have the potential to contribute to their selective binding by legume proteins.
Databáze: MEDLINE