TY - JOUR ID - 34491 TI - Inhibition Properties and Thermodynamic Changes of Binding of p-perazine-bis and p-peridine Dithiocarbamate Sodium Salts to Mushroom Tyrosinase JO - Iranian Journal of Chemistry and Chemical Engineering JA - IJCCE LA - en SN - 1021-9986 AU - Amin, Ehsan AU - Saboury, Ali Akbar AU - Mansouri-Torshizi, Hassan AU - Zolghadri, Samaneh AD - Institute of Biochemistry and Biophysics, University of Tehran, Tehran, I.R. IRAN AD - Institute of Biochemistry and Biophysics, University of Tehran, Tehran, I.R. IRAN AD - Department of Chemistry, University of Sistan & Bluchestan, Zahedan, I.R. IRAN AD - Department of Biology, Jahrom Branch, Islamic Azad University, Jahrom, I.R. IRAN Y1 - 2019 PY - 2019 VL - 38 IS - 3 SP - 127 EP - 136 KW - Inhibition KW - thermodynamic changes KW - dithiocarbamate sodium salts KW - mushroom tyrosinase DO - 10.30492/ijcce.2019.34491 N2 - A mono- and a bi-functional dithiocarbamates as sodium salts were obtained by treating p-peridine or p-perazine in aceton-water mixture with CS2 in the presence of NaOH. These anionic water soluble compounds have been characterized by elemental analysis, IR and 1H NMR spectroscopic studies. Both compounds (p-peridine (I) and p-perazine-bis dithiocarbamate (II) sodium salts) were examined for inhibition of mushroom tyrosinase (MT) activity. The results showed that they inhibit MT competitively. KI values of two compounds at 27°C are 2 and 4 mM. Therefore, the compound (I) is more potent than (II). They chelate active site of tyrosinase via electrostatic interactions. These conclusions are proved by obtained thermodynamic parameters and fluorescence studies. Extrinsic fluorescence studies disprove any tertiary structure changes of MT. Major enthalpy changes in binding of compound (II) in comparison to (I) show that including two carbamate tails in such compounds disturb balancing of hydrophobic interactions with vicinity of active site of enzyme. UR - https://ijcce.ac.ir/article_34491.html L1 - https://ijcce.ac.ir/article_34491_850966a86e5ace4ceee1529c01962321.pdf ER -