Enantiodiscrimination of bilirubin-IXalpha enantiomers in biomembrane models: has chirality a role in bilirubin toxicity?
Simple biomembrane models, namely micellar aggregates formed by enantiopure sodium N-acylprolinates, are able to convert the racemic mixture of bilirubin-IXalpha into an enantiomerically enriched mixture, thus suggesting a possible role of chirality in bilirubin toxicity due to the perturbation of neuron membrane dynamics. The length of alkyl chain does not influence the extent of equilibrium displacement, however, it affects the conformation of bilirubin, thus confirming the role of lipid structure in the membrane/bilirubin interaction, and suggesting a non-superficial main site of association.
Ceccacci
Francesca
F
Dipartimento di Chimica, Università degli Studi di Roma La Sapienza, P.le A. Moro 5, 00185 Roma, Italy.
Giansanti
Luisa
L
Mortera
Stefano Levi
SL
Mancini
Giovanna
G
Sorrenti
Alessandro
A
Villani
Claudio
C
D001663:Bilirubin / Q000031:analogs & derivatives / Q000737:chemistry* / Q000378:metabolism; D002462:Cell Membrane / Q000502:physiology*; D002942:Circular Dichroism; D008567:Membranes, Artificial; D008954:Models, Biological; D008958:Models, Molecular; D008968:Molecular Conformation; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism
D008567:Membranes, Artificial; D011392:Proline; D001663:Bilirubin