3b9m Citations

A new drug binding subsite on human serum albumin and drug-drug interaction studied by X-ray crystallography.

J Struct Biol 162 40-9 (2008)
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Cited: 55 times
EuropePMC logo PMID: 18258455

Abstract

3'-Azido-3'-deoxythymidine (AZT) is the first clinically effective drug for the treatment of human immunodeficiency virus infection. The drug interaction with human serum albumin (HSA) has been an important component in understanding its mechanism of action, especially in drug distribution and in drug-drug interaction on HSA in the case of multi-drug therapy. We present here crystal structures of a ternary HSA-Myr-AZT complex and a quaternary HSA-Myr-AZT-SAL complex (Myr, myristate; SAL, salicylic acid). From this study, a new drug binding subsite on HSA Sudlow site 1 was identified. The presence of fatty acid is needed for the creation of this subsite due to fatty acid induced conformational changes of HSA. Thus, the Sudlow site 1 of HSA can be divided into three non-overlapped subsites: a SAL subsite, an indomethacin subsite and an AZT subsite. Binding of a drug to HSA often influences simultaneous binding of other drugs. From the HSA-Myr-AZT-SAL complex structure, we observed the coexistence of two drugs (AZT and SAL) in Sudlow site 1 and the competition between these two drugs in subdomain IB. These results provide new structural information on HSA-drug interaction and drug-drug interaction on HSA.

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  2. Albumin-Based Transport of Nonsteroidal Anti-Inflammatory Drugs in Mammalian Blood Plasma. Czub MP, Handing KB, Venkataramany BS, Cooper DR, Shabalin IG, Minor W. J Med Chem 63 6847-6862 (2020)
  3. Human Serum Albumin Facilitates Heme-Iron Utilization by Fungi. Pinsky M, Roy U, Moshe S, Weissman Z, Kornitzer D. mBio 11 e00607-20 (2020)
  4. Proteomic and molecular dynamic investigations of PTM-induced structural fluctuations in breast and ovarian cancer. Tikhonov D, Kulikova L, Kopylov AT, Rudnev V, Stepanov A, Malsagova K, Izotov A, Kulikov D, Zulkarnaev A, Enikeev D, Potoldykova N, Kaysheva AL. Sci Rep 11 19318 (2021)
  5. Destabilization of amyloid fibrils on interaction with MoS2-based nanomaterials. Mudedla SK, Murugan NA, Subramanian V, Agren H. RSC Adv 9 1613-1624 (2019)
  6. PETRA: Drug Engineering via Rigidity Analysis. Herr S, Myers-Dean J, Read H, Jagodzinski F. Molecules 25 E1304 (2020)


Reviews citing this publication (10)

  1. Albumin-drug interaction and its clinical implication. Yamasaki K, Chuang VT, Chuang VT, Maruyama T, Otagiri M. Biochim Biophys Acta 1830 5435-5443 (2013)
  2. Interactive association of drugs binding to human serum albumin. Yang F, Zhang Y, Liang H. Int J Mol Sci 15 3580-3595 (2014)
  3. Fatty acid binding to serum albumin: molecular simulation approaches. Fujiwara S, Amisaki T. Biochim Biophys Acta 1830 5427-5434 (2013)
  4. Serum Albumin: A Multifaced Enzyme. De Simone G, di Masi A, Ascenzi P. Int J Mol Sci 22 10086 (2021)
  5. Non-oncotic properties of albumin. A multidisciplinary vision about the implications for critically ill patients. Ferrer R, Mateu X, Maseda E, Yébenes JC, Aldecoa C, De Haro C, Ruiz-Rodriguez JC, Garnacho-Montero J. Expert Rev Clin Pharmacol 11 125-137 (2018)
  6. Utility of protein structures in overcoming ADMET-related issues of drug-like compounds. Stoll F, Göller AH, Hillisch A. Drug Discov Today 16 530-538 (2011)
  7. In silico prediction of human serum albumin binding for drug leads. Vallianatou T, Lambrinidis G, Tsantili-Kakoulidou A. Expert Opin Drug Discov 8 583-595 (2013)
  8. Microbubbles Stabilized by Protein Shell: From Pioneering Ultrasound Contrast Agents to Advanced Theranostic Systems. Rudakovskaya PG, Barmin RA, Kuzmin PS, Fedotkina EP, Sencha AN, Gorin DA. Pharmaceutics 14 1236 (2022)
  9. Exploration of ligand-induced protein conformational alteration, aggregate formation, and its inhibition: A biophysical insight. Nusrat S, Khan RH. Prep Biochem Biotechnol 48 43-56 (2018)
  10. Unraveling the versatility of human serum albumin - A comprehensive review of its biological significance and therapeutic potential. Ashraf S, Qaiser H, Tariq S, Khalid A, Makeen HA, Alhazmi HA, Ul-Haq Z. Curr Res Struct Biol 6 100114 (2023)

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  3. Structural mechanism of ring-opening reaction of glucose by human serum albumin. Wang Y, Yu H, Shi X, Luo Z, Lin D, Huang M. J Biol Chem 288 15980-15987 (2013)
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  8. QSAR models for the prediction of plasma protein binding. Ghafourian T, Amin Z. Bioimpacts 3 21-27 (2013)
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  14. Nonprotein based enrichment method to analyze peptide cross-linking in protein complexes. Yan F, Che FY, Rykunov D, Nieves E, Fiser A, Weiss LM, Hogue Angeletti R. Anal Chem 81 7149-7159 (2009)
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  17. A fluorescent fatty acid probe, DAUDA, selectively displaces two myristates bound in human serum albumin. Wang Y, Luo Z, Shi X, Wang H, Nie L, Huang M. Protein Sci 20 2095-2101 (2011)
  18. Immobilised histidine tagged β2-adrenoceptor oriented by a diazonium salt reaction and its application in exploring drug-protein interaction using ephedrine and pseudoephedrine as probes. Li Q, Bian L, Zhao X, Gao X, Zheng J, Li Z, Zhang Y, Jiang R, Zheng X. PLoS One 9 e94955 (2014)
  19. Combination of chiroptical, absorption and fluorescence spectroscopic methods reveals multiple, hydrophobicity-driven human serum albumin binding of the antimalarial atovaquone and related hydroxynaphthoquinone compounds. Zsila F, Fitos I. Org Biomol Chem 8 4905-4914 (2010)
  20. Human serum albumin: A modulator of cannabinoid drugs. Leboffe L, di Masi A, Trezza V, Polticelli F, Ascenzi P. IUBMB Life 69 834-840 (2017)
  21. Ibuprofen and warfarin modulate allosterically ferrous human serum heme-albumin nitrosylation. Ascenzi P, Cao Y, Tundo GR, Coletta M, Fanali G, Fasano M. Biochem Biophys Res Commun 411 185-189 (2011)
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  24. Stepwise frontal affinity chromatography model for drug and protein interaction. He X, Sui Y, Wang S. Anal Bioanal Chem 410 5807-5815 (2018)
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  27. Calorimetric investigation of diclofenac drug binding to a panel of moderately glycated serum albumins. Indurthi VS, Leclerc E, Vetter SW. Eur J Pharm Sci 59 58-68 (2014)
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  30. A Comprehensive Spectroscopic Analysis of the Ibuprofen Binding with Human Serum Albumin, Part I. Ploch-Jankowska A, Pentak D. Pharmaceuticals (Basel) 13 E205 (2020)
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  1. Structural basis of the drug-binding specificity of human serum albumin.. Ghuman J, Zunszain PA, Petitpas I, Bhattacharya AA, Otagiri M, Curry S J Mol Biol 353 38-52 (2005)
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  3. Atomic structure and chemistry of human serum albumin.. He XM, Carter DC Nature 358 209-15 (1992)