How strong is the edge effect in the adsorption of anticancer drugs on a graphene cluster?

  • Chompoonut Rungnim
  • Rungroj Chanajaree
  • Thanyada Rungrotmongkol
  • Supot Hannongbua
  • Nawee Kungwan
  • Peter Wolschann
  • Alfred Karpfen
  • Vudhichai Parasuk
Original Paper


The adsorption of nucleobase-analog anticancer drugs (fluorouracil, thioguanine, and mercaptopurine) on a graphene flake (C54H18) was investigated by shifting the site at which adsorption occurs from one end of the sheet to the other end. The counterpoise-corrected M06-2X/cc-pVDZ binding energies revealed that the binding stability decreases in the sequence thioguanine > mercaptopurine > fluorouracil. We found that adsorption near the middle of the sheet is more favorable than adsorption near the edge due to the edge effect. This edge effect is stronger for the adsorption of thioguanine or mercaptopurine than for fluorouracil adsorption. However, the edge effect reduces the binding energy of the drug to the flake by only a small amount, <5 kcal/mol, depending on the adsorption site and the alignment of the drug at this site.


Nucleobase-analog Graphene Density functional theory 


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Copyright information

© Springer-Verlag Berlin Heidelberg 2016

Authors and Affiliations

  • Chompoonut Rungnim
    • 1
  • Rungroj Chanajaree
    • 2
  • Thanyada Rungrotmongkol
    • 3
    • 4
  • Supot Hannongbua
    • 5
  • Nawee Kungwan
    • 6
  • Peter Wolschann
    • 5
    • 7
    • 8
  • Alfred Karpfen
    • 7
  • Vudhichai Parasuk
    • 5
  1. 1.NANOTEC, National Science and Technology Development Agency (NSTDA)Pathum ThaniThailand
  2. 2.Metallurgy and Materials Science Research Institute (MMRI)Chulalongkorn UniversityBangkokThailand
  3. 3.Structural and Computational Biology Research Group, Department of Biochemistry, Faculty of ScienceChulalongkorn UniversityBangkokThailand
  4. 4.Program in Bioinformatics and Computational Biology, Faculty of ScienceChulalongkorn UniversityBangkokThailand
  5. 5.Computational Chemistry Unit Cell, Department of Chemistry, Faculty of ScienceChulalongkorn UniversityBangkokThailand
  6. 6.Department of Chemistry, Faculty of ScienceChiang Mai UniversityChiang MaiThailand
  7. 7.Institute for Theoretical ChemistryUniversity of ViennaViennaAustria
  8. 8.Department of Pharmaceutical Technology and BiopharmaceuticsUniversity of ViennaViennaAustria

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