Enantiodiscrimination of bilirubin-IXalpha enantiomers in biomembrane models: has chirality a role in bilirubin toxicity?

Abstract:

: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.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Ceccacci F,Giansanti L,Mortera SL,Mancini G,Sorrenti A,Villani C

doi

10.1016/j.bioorg.2008.05.001

subject

Has Abstract

pub_date

2008-10-01 00:00:00

pages

252-4

issue

5

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(08)00025-4

journal_volume

36

pub_type

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