The binding of synthetic retinoids to lipocalin beta-lactoglobulins

Journal of Medicinal Chemistry
Laura H Riihimäki-LampénPia M Vuorela

Abstract

The binding of therapeutically relevant synthetic retinoid derivatives to bovine and reindeer beta-lactoglobulin (betaLG) is demonstrated using fluorescence quenching and ultrafiltration/HPLC methods. Furthermore, synthesis of methyl (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]-acrylate 4 and (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid 5 is described. All studied compounds bind to both betaLG homologues with nanomolar K(d) values, and the interaction diminishes the pH-dependent aggregation of retinoids. Thus, betaLG may show benefits in improving the bioavailability of retinoid derivatives.

References

Sep 23, 1980·Biochimica Et Biophysica Acta·R D Fugate, P S Song
Jun 1, 1997·Journal of Dairy Science·Q WangH E Swaisgood
Aug 10, 2000·Protein Science : a Publication of the Protein Society·L RagonaH Molinari
Mar 7, 2002·Journal of Agricultural and Food Chemistry·Isabelle NoiseuxSylvie L Turgeon
Jun 11, 2002·Journal of Molecular Biology·George KontopidisLindsay Sawyer
Apr 4, 2003·Journal of Medicinal Chemistry·Susan L McGovern, Brian K Shoichet
Jul 4, 2003·Current Opinion in Lipidology·Ellen Li, Patrick Tso
Apr 27, 2004·Molecular Carcinogenesis·Mohamed KabboutNadine Darwiche
Jul 21, 2004·Journal of Dairy Science·G KontopidisL Sawyer
Mar 18, 2005·Journal of Medicinal Chemistry·Yulia Volovik FrenkelEddy Arnold
Jun 13, 2006·Journal of Biochemical and Biophysical Methods·Laura RiihimäkiPia Vuorela
Oct 24, 2006·Acta Crystallographica. Section D, Biological Crystallography·Esko OksanenAdrian Goldman
Jul 31, 2007·International Journal of Pharmaceutics·Laura RiihimäkiPia Vuorela
Aug 15, 2008·Journal of Agricultural and Food Chemistry·Laura H RiihimäkiPia M Vuorela

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Citations

Apr 22, 2011·Journal of Agricultural and Food Chemistry·Alberto BarbiroliStefania Iametti
Sep 11, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Leena Pohjala, Päivi Tammela
Dec 14, 2016·BioMed Research International·Chun San TaiWen Liang Chen

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