Conjugation of biogenic and synthetic polyamines with trypsin and trypsin inhibitor

P. Chanphai, T. J. Thomas, H. A. Tajmir-Riahi

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Polyamine-protein conjugates can be used as delivery tools to transport antitumor polyamine analogues. We report the conjugation of trypsin and trypsin inhibitor with biogenic polyamines spermine (spm), spermidine (spmd) and synthetic polyamines 3,7,11,15-tetrazaheptadecane·4HCl (BE-333) in aqueous solution. Multiple spectroscopic methods, thermodynamic parameters and molecular modeling were used to analyse polyamine bindings to trypsin and trypsin inhibitor. Thermodynamic parameters ΔS, ΔH and ΔG showed that polyamines bind protein through H-bonding and van der Waals contacts with trypsin forming more stable conjugates than with the trypsin inhibitor and synthetic polyamines show stronger affinity than biogenic polyamines. Modeling showed that the polyamine-protein interaction is spontaneous and several H-bonding networks stabilize polyamine-protein conjugation.

Original languageEnglish (US)
Pages (from-to)53690-53697
Number of pages8
JournalRSC Advances
Issue number59
Publication statusPublished - Jan 1 2016


All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

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