The interaction of anthocyanins with bilitranslocase

Bilitranslocase (TC 2.A.65.1.1) is an organic anion membrane carrier expressed at the sinusoidal domain of the liver plasma membrane and in epithelial cells of the gastric mucosa. Its substrates are sulfobromophthalein, bilirubin, and nicotinic acid. This work reports on the identification of a new...

Full description

Saved in:
Bibliographic Details
Published in:Biochemical and biophysical research communications 2002-08, Vol.296 (3), p.631-636
Main Authors: Passamonti, Sabina, Vrhovsek, Urska, Mattivi, Fulvio
Format: Article
Language:English
Subjects:
Acylation
Animals
Anthocyanins
Anthocyanins - chemistry
Anthocyanins - metabolism
Anthocyanins - pharmacokinetics
Bilitranslocase
Binding Sites
Binding, Competitive
Bioavailability
Biological Availability
Biological Transport
Carbohydrate Metabolism
Ceruloplasmin
Food
Free Radical Scavengers - chemistry
Free Radical Scavengers - metabolism
Free Radical Scavengers - pharmacokinetics
Glucosides - metabolism
Inhibition
Liver
Liver - enzymology
Membrane Proteins - chemistry
Membrane Proteins - metabolism
Membrane transport
Polyphenols
Rats
Stomach
Structure-Activity Relationship
Sulfobromophthalein
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Bilitranslocase (TC 2.A.65.1.1) is an organic anion membrane carrier expressed at the sinusoidal domain of the liver plasma membrane and in epithelial cells of the gastric mucosa. Its substrates are sulfobromophthalein, bilirubin, and nicotinic acid. This work reports on the identification of a new class of bilitranslocase substrates, i.e., anthocyanins. Seventeen out thes 20 compounds tested behaved as competitive inhibitors of bilitranslocase transport activity ( K I =1.4–22 μM ). Their structure–activity relationship reveals that mono- and di-glucosyl anthocyanins, the anthocyanin species occurring in food, are better ligands than the corresponding aglycones. Moreover, the first interaction of anthocyanins with the carrier occurs through hydrophilic moieties, such as the 3-glucosyl moiety and the B ring for the monoglucosides, through the 5-glucosyl moiety and the A ring for the diglucosides, and through either the B or the A ring for the aglycones. These findings suggest that bilitranslocase could play a role in the bioavailability of anthocyanins.
ISSN:0006-291X
1090-2104
DOI:10.1016/S0006-291X(02)00927-0