Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions

Ahmed Fawzy; Ismail Althagafi

doi:doi:10.11648/j.ajche.20160401.14

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Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions

Ahmed Fawzy, Ismail Althagafi

Published in American Journal of Chemical Engineering (Volume 4, Issue 1)

Received: 15 January 2016 Accepted: 26 January 2016 Published: 25 February 2016

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Abstract

The kinetics of oxidation of tryptophan by platinum(IV) was investigated in aqueous perchlorate solutions in the presence of silver(I) catalyst at a constant ionic strength of 2.0 mol dm^-3 and at 25°C. The progress of the reaction was followed spectrophotometrically. The reaction did not proceed in the absence of the catalyst. The catalyzed reaction exhibited a first order dependence on both [Pt^IV] and [Ag^I] whereas the order with respect to tryptophan concentration was found to be less than unity. Increasing ionic strength and dielectric constant was found to decrease the oxidation rate. The suggested oxidation mechanism involves formation of a silver(I)-tryptophan intermediate complex in a pre-equilibrium step, which confirmed by both spectral and kinetic evidences. The complex reacts with the oxidant by an inner-sphere mechanism leading to decomposition of the complex in the rate-determining step. The final oxidation products of tryptophan were identified as the corresponding aldehyde (indole-3-acetaldehyde), ammonium ion and carbon dioxide.

Published in	American Journal of Chemical Engineering (Volume 4, Issue 1)
DOI	10.11648/j.ajche.20160401.14
Page(s)	23-29
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2016. Published by Science Publishing Group

Keywords

Tryptophan, Catalyzed-Oxidation, Silver(I), Platinum(IV), Kinetics, Mechanism

References

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APA Style

Ahmed Fawzy, Ismail Althagafi. (2016). Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. American Journal of Chemical Engineering, 4(1), 23-29. https://doi.org/10.11648/j.ajche.20160401.14

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ACS Style

Ahmed Fawzy; Ismail Althagafi. Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. Am. J. Chem. Eng. 2016, 4(1), 23-29. doi: 10.11648/j.ajche.20160401.14

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AMA Style

Ahmed Fawzy, Ismail Althagafi. Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. Am J Chem Eng. 2016;4(1):23-29. doi: 10.11648/j.ajche.20160401.14

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@article{10.11648/j.ajche.20160401.14,
  author = {Ahmed Fawzy and Ismail Althagafi},
  title = {Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions},
  journal = {American Journal of Chemical Engineering},
  volume = {4},
  number = {1},
  pages = {23-29},
  doi = {10.11648/j.ajche.20160401.14},
  url = {https://doi.org/10.11648/j.ajche.20160401.14},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajche.20160401.14},
  abstract = {The kinetics of oxidation of tryptophan by platinum(IV) was investigated in aqueous perchlorate solutions in the presence of silver(I) catalyst at a constant ionic strength of 2.0 mol dm-3 and at 25°C. The progress of the reaction was followed spectrophotometrically. The reaction did not proceed in the absence of the catalyst. The catalyzed reaction exhibited a first order dependence on both [PtIV] and [AgI] whereas the order with respect to tryptophan concentration was found to be less than unity. Increasing ionic strength and dielectric constant was found to decrease the oxidation rate. The suggested oxidation mechanism involves formation of a silver(I)-tryptophan intermediate complex in a pre-equilibrium step, which confirmed by both spectral and kinetic evidences. The complex reacts with the oxidant by an inner-sphere mechanism leading to decomposition of the complex in the rate-determining step. The final oxidation products of tryptophan were identified as the corresponding aldehyde (indole-3-acetaldehyde), ammonium ion and carbon dioxide.},
 year = {2016}
}

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TY  - JOUR
T1  - Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions
AU  - Ahmed Fawzy
AU  - Ismail Althagafi
Y1  - 2016/02/25
PY  - 2016
N1  - https://doi.org/10.11648/j.ajche.20160401.14
DO  - 10.11648/j.ajche.20160401.14
T2  - American Journal of Chemical Engineering
JF  - American Journal of Chemical Engineering
JO  - American Journal of Chemical Engineering
SP  - 23
EP  - 29
PB  - Science Publishing Group
SN  - 2330-8613
UR  - https://doi.org/10.11648/j.ajche.20160401.14
AB  - The kinetics of oxidation of tryptophan by platinum(IV) was investigated in aqueous perchlorate solutions in the presence of silver(I) catalyst at a constant ionic strength of 2.0 mol dm-3 and at 25°C. The progress of the reaction was followed spectrophotometrically. The reaction did not proceed in the absence of the catalyst. The catalyzed reaction exhibited a first order dependence on both [PtIV] and [AgI] whereas the order with respect to tryptophan concentration was found to be less than unity. Increasing ionic strength and dielectric constant was found to decrease the oxidation rate. The suggested oxidation mechanism involves formation of a silver(I)-tryptophan intermediate complex in a pre-equilibrium step, which confirmed by both spectral and kinetic evidences. The complex reacts with the oxidant by an inner-sphere mechanism leading to decomposition of the complex in the rate-determining step. The final oxidation products of tryptophan were identified as the corresponding aldehyde (indole-3-acetaldehyde), ammonium ion and carbon dioxide.
VL  - 4
IS  - 1
ER  -

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Author Information

Ahmed Fawzy

Chemistry Department, Faculty of Applied Science, Umm Al-Qura University, Makkah, Saudi Arabia
Ismail Althagafi

Chemistry Department, Faculty of Applied Science, Umm Al-Qura University, Makkah, Saudi Arabia

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APA Style

Ahmed Fawzy, Ismail Althagafi. (2016). Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. American Journal of Chemical Engineering, 4(1), 23-29. https://doi.org/10.11648/j.ajche.20160401.14

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ACS Style

Ahmed Fawzy; Ismail Althagafi. Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. Am. J. Chem. Eng. 2016, 4(1), 23-29. doi: 10.11648/j.ajche.20160401.14

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AMA Style

Ahmed Fawzy, Ismail Althagafi. Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions. Am J Chem Eng. 2016;4(1):23-29. doi: 10.11648/j.ajche.20160401.14

Copy | Download

@article{10.11648/j.ajche.20160401.14,
  author = {Ahmed Fawzy and Ismail Althagafi},
  title = {Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions},
  journal = {American Journal of Chemical Engineering},
  volume = {4},
  number = {1},
  pages = {23-29},
  doi = {10.11648/j.ajche.20160401.14},
  url = {https://doi.org/10.11648/j.ajche.20160401.14},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajche.20160401.14},
  abstract = {The kinetics of oxidation of tryptophan by platinum(IV) was investigated in aqueous perchlorate solutions in the presence of silver(I) catalyst at a constant ionic strength of 2.0 mol dm-3 and at 25°C. The progress of the reaction was followed spectrophotometrically. The reaction did not proceed in the absence of the catalyst. The catalyzed reaction exhibited a first order dependence on both [PtIV] and [AgI] whereas the order with respect to tryptophan concentration was found to be less than unity. Increasing ionic strength and dielectric constant was found to decrease the oxidation rate. The suggested oxidation mechanism involves formation of a silver(I)-tryptophan intermediate complex in a pre-equilibrium step, which confirmed by both spectral and kinetic evidences. The complex reacts with the oxidant by an inner-sphere mechanism leading to decomposition of the complex in the rate-determining step. The final oxidation products of tryptophan were identified as the corresponding aldehyde (indole-3-acetaldehyde), ammonium ion and carbon dioxide.},
 year = {2016}
}

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TY  - JOUR
T1  - Kinetics and Mechanism of Silver(I)-Catalyzed Oxidation of Tryptophan by Platinum(IV) in Perchlorate Solutions
AU  - Ahmed Fawzy
AU  - Ismail Althagafi
Y1  - 2016/02/25
PY  - 2016
N1  - https://doi.org/10.11648/j.ajche.20160401.14
DO  - 10.11648/j.ajche.20160401.14
T2  - American Journal of Chemical Engineering
JF  - American Journal of Chemical Engineering
JO  - American Journal of Chemical Engineering
SP  - 23
EP  - 29
PB  - Science Publishing Group
SN  - 2330-8613
UR  - https://doi.org/10.11648/j.ajche.20160401.14
AB  - The kinetics of oxidation of tryptophan by platinum(IV) was investigated in aqueous perchlorate solutions in the presence of silver(I) catalyst at a constant ionic strength of 2.0 mol dm-3 and at 25°C. The progress of the reaction was followed spectrophotometrically. The reaction did not proceed in the absence of the catalyst. The catalyzed reaction exhibited a first order dependence on both [PtIV] and [AgI] whereas the order with respect to tryptophan concentration was found to be less than unity. Increasing ionic strength and dielectric constant was found to decrease the oxidation rate. The suggested oxidation mechanism involves formation of a silver(I)-tryptophan intermediate complex in a pre-equilibrium step, which confirmed by both spectral and kinetic evidences. The complex reacts with the oxidant by an inner-sphere mechanism leading to decomposition of the complex in the rate-determining step. The final oxidation products of tryptophan were identified as the corresponding aldehyde (indole-3-acetaldehyde), ammonium ion and carbon dioxide.
VL  - 4
IS  - 1
ER  -

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