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Deamination and decarboxylation of L-thyroxine by Chloroamine-T (CAT) in acidic medium: A mechanistic and kineitc study

  • Kinetics and Mechanism of Chemical Reactions. Catalysis
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Russian Journal of Physical Chemistry B Aims and scope Submit manuscript

Abstract

In this manuscript, we report a spectrophotometric study (at 25°C) of oxidation of L-thyroxine by Chloramine T and their mechanistic pathway. The reactions are first-order with respect to both LTX and CAT. Protonated Chloramine-T, TsNHCl, have been suggested as the reactive species of CAT. The Stochiometry of the reaction is 1 : 1. The main products, 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl] acetaldehyde was separated, and identified by column chromatography, TLC and FT-IR. The reaction fails to initiate polymerization in the presence of acrylonitrile under the experimental conditions employed. Investigations of the reaction at different temperatures allowed the determination of the activation parameters and a tentative reaction mechanism in good consistency with the kinetic results is discussed.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, P.O. Box 80203, Saudi Arabia

    Aftab Aslam Parwaz Khan, Anish Khan, Abdullah M. Asiri & Sulaiman Y. M. Alfaifi

  2. Center of Excellence for Advanced Materials Research, King Abdulaziz University, Jeddah, 21589, P.O. Box 80203, Saudi Arabia

    Aftab Aslam Parwaz Khan, Anish Khan & Abdullah M. Asiri

  3. Department of Chemistry, KLS Gogte Institute of Technology (Affiliated to Visvesvaraya Technological University), Belagavi, 590 008, Karnataka, India

    Raviraj M. Kulkarni

  4. Chemistry Department, Faculty of Science, Taif University, Taif, 21944, P.O. Box 7685, Saudi Arabia

    Salman S. Alharthi

Authors
  1. Aftab Aslam Parwaz Khan
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  2. Anish Khan
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  3. Abdullah M. Asiri
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  4. Raviraj M. Kulkarni
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  5. Sulaiman Y. M. Alfaifi
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Correspondence to Aftab Aslam Parwaz Khan.

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Khan, A.A.P., Khan, A., Asiri, A.M. et al. Deamination and decarboxylation of L-thyroxine by Chloroamine-T (CAT) in acidic medium: A mechanistic and kineitc study. Russ. J. Phys. Chem. B 10, 922–928 (2016). https://doi.org/10.1134/S1990793116060221

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  • DOI: https://doi.org/10.1134/S1990793116060221

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