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Complexation of thiacalix[4]arene methylphosphonic and sulphonic acids with amino acids
Authors:Olga Kalchenko  Andriy Drapailo  Svetlana Shishkina  Oleg Shishkin  Sergiy Kharchenko  Valery Gorbatchuk
Institution:1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine , Murmanska str. 5, 02660 , Kyiv , Ukraine oik@ioch.kiev.ua;3. Institute of Organic Chemistry, National Academy of Sciences of Ukraine , Murmanska str. 5, 02660 , Kyiv , Ukraine;4. Institute for Single Crystals, National Academy of Sciences of Ukraine , Lenina Ave, 60, Kharkiv , 61001 , Ukraine;5. Institute for Single Crystals, National Academy of Sciences of Ukraine , Lenina Ave, 60, Kharkiv , 61001 , Ukraine;6. Department of Inorganic Chemistry , V. N. Karazin Kharkiv National University , Svobody sq. 4, Kharkiv , 61122 , Ukraine;7. Kazan Federal University , Kremlyovskaya St., 18, Kazan , 420008 , Russian Federation
Abstract:In this paper, host–guest complexation process of thiacalix4]arene tetrakis–methylphosphonic and tetrakis–sulphonic acids with amino acids by HPLC and molecular modelling methods has been studied. It was shown that thiacalix4]arene tetrakis–methylphosphonic acid due to transformability of macrocyclic skeleton and flexibility of methylphosphonic substituents can adopt its conformation for strong multicentre binding of the amino acids with association constant values 530–10,140 M? 1 in water.
Keywords:thiacalixarene methylphosphonic acids  amino acids  HPLC  X-ray analysis  molecular modelling
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