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Structural analysis of ibuprofen binding to human adipocyte fatty-acid binding protein (FABP4).

González JM, Fisher SZ
Acta Crystallogr F Struct Biol Commun 71 163-70 (2015)
Related entries: 3p6c, 3p6d, 3p6e, 3p6f, 3p6g, 3rzy

Cited: 14 times
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Abstract

Inhibition of human adipocyte fatty-acid binding protein (FABP4) has been proposed as a treatment for type 2 diabetes, fatty liver disease and atherosclerosis. However, FABP4 displays a naturally low selectivity towards hydrophobic ligands, leading to the possibility of side effects arising from cross-inhibition of other FABP isoforms. In a search for structural determinants of ligand-binding selectivity, the binding of FABP4 towards a group of small molecules structurally related to the nonsteroidal anti-inflammatory drug ibuprofen was analyzed through X-ray crystallography. Several specific hydrophobic interactions are shown to enhance the binding affinities of these compounds, whereas an aromatic edge-to-face interaction is proposed to determine the conformation of bound ligands, highlighting the importance of aromatic interactions in hydrophobic environments.

Reviews - 3p6h mentioned but not cited (1)

  1. Yabut KCB, Isoherranen N. Drug Metab Dispos 51 700-717 (2023)

Articles - 3p6h mentioned but not cited (8)

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Articles citing this publication (5)

  1. Chen W, Dong J, Plate L, Mortenson DE, Brighty GJ, Li S, Liu Y, Galmozzi A, Lee PS, Hulce JJ, Cravatt BF, Saez E, Powers ET, Wilson IA, Sharpless KB, Kelly JW. J. Am. Chem. Soc. 138 7353-7364 (2016)
  2. Ruskamo S, Nieminen T, Kristiansen CK, Vatne GH, Baumann A, Hallin EI, Raasakka A, Joensuu P, Bergmann U, Vattulainen I, Kursula P. Sci Rep 7 6510 (2017)
  3. Morimoto D, Walinda E, Fukada H, Sugase K, Shirakawa M. Sci Rep 6 39453 (2016)
  4. Tagami U, Takahashi K, Igarashi S, Ejima C, Yoshida T, Takeshita S, Miyanaga W, Sugiki M, Tokumasu M, Hatanaka T, Kashiwagi T, Ishikawa K, Miyano H, Mizukoshi T. ACS Med Chem Lett 7 435-439 (2016)
  5. Oddi S, Scipioni L, Totaro A, Angelucci C, Dufrusine B, Sabatucci A, Tortolani D, Coletta I, Alisi MA, Polenzani L, Assfalg M, Caltagirone C, Dainese E, Maccarrone M. Sci Rep 9 15155 (2019)


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