Kinetic and Mechanism Studies of the Reaction Between L-Tyrosine and Iodine on the Basis of UV-Vis Spectrophotometric Method

Aghaie, M.; Mirzaie, M.; Zare, Karim; Aghaie, H.

doi:10.3923/ajb.2008.290.296

Cited by 9 publications

(16 citation statements)

References 14 publications

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“…The outline of the published mechanism of the oxidation of L-Tyrosine with Iodine as given by Aghaie et al (2008) is shown in Figure 1. This figure can be presented in a simplified form as in equations 1 and 2.…”

Section: Results and Discussion Published Mechanismmentioning

confidence: 99%

“…Despite the importance of both Iodine and L-Tyrosine, there seemed to be not many studies on their reaction mechanisms. Even when there is (Aghaie et al, 2008), it appeared to be ambiguous or not conclusive.The present paper desired to report the results of computational stu dies on the mechanism of the oxidation of L-Tyrosine by iodine. The computational analyses of the structures using semi-empirical (PM3) and DFT (B3LYP) are reported.…”

Section: Introductionmentioning

confidence: 98%

“…It has been reported (Klebanoff, 1967;Aghaie et al, 2008) that free Iodine reacts with the protein of bacteria (presumably by iodinating L-Tyrosine residues) and thus kills the bacterium organism. At pH= 6.8, Iodine reacts with tyrosine as well as with cysteine.…”

Section: Introductionmentioning

confidence: 99%

“…At pH= 6.8, Iodine reacts with tyrosine as well as with cysteine. Iodine deficiency is currently the most preventable cause of the world's cretinism, brain damage and thyroid disorders as well as those of ovaries, breasts and prostate (Aghaie et al, 2008;Cao-Xue et al, 1994). These are just a few of the reasons why the study of Iodine as well as L-Tyrosine is interesting.…”

Section: Introductionmentioning

confidence: 99%

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DFT and PM3 Computational Studies of the Reaction Mechanism of the Oxidation of L-Tyrosine by Iodine in the Gas Phase

Shallangwa

Uzairu

Ajibola

et al. 2014

Aceh Int. J. Sci. Technol

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The oxidation of L-Tyrosine by molecular iodine was studied using semi-empirical and density functional theory methods. Molecular information such as net charges, values of frontier orbital energies, composition, proportions and bonding contribution were obtained and analyzed. Thus, possible reactive sites were proposed and the reaction mechanism was postulated. The postulated transition states, intermediates and products were also computed using the PM3 and DFT methods. Computed enthalpies of the oxidation reaction at standard conditions for the PM3 and DFT calculation were 216.97 kJ/mol and -36327404.72 kJ/mol respectively. The calculated ΔG o and ΔS o , for the transition states according to the DFT model were both large and negative indicating that the processes were exergonic associative substitution reactions.

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Section: Results and Discussion Published Mechanismmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

DFT and PM3 Computational Studies of the Reaction Mechanism of the Oxidation of L-Tyrosine by Iodine in the Gas Phase

Shallangwa

Uzairu

Ajibola

et al. 2014

Aceh Int. J. Sci. Technol

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“…A self-consistent implementation of SIC-DFT with Gaussian-type orbitals was reported recently (13)(14)(15)(16)(17). Many papers have been published on NMR (18)(19)(20) and thermodynamic studies (21)(22)(23)(24)(25)(26)(27) on carbon nanotube and aminoacids system by using of hybrid methods. Various difficulties with DFT descriptions of fullerenic systems have recently been improved by applications of the hybrid meta methods (MPWB1K) functional form (28,29).…”

Section: Introductionmentioning

confidence: 98%

Self-Interaction Error of Local Density Functionals for Molecules and Nanotubes

Bakhshi

Моллаамин

Ilkhani

et al. 2011

Fullerenes, Nanotubes and Carbon Nanostructures

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In this work, we have presented the self-interaction error (SIE) for some groups of materials (atoms, molecules, aromatics, amino acid and nanotube). An effort was made to show that there is a relation between the variation of SIE and the eigenvalues for the highest occupied atomic orbital (−ε HOMO ). Also, finding a relation between the HOMO energy and hydrogen bonding was another purpose of this work. Gaussian 98 code was used with the hybrid methods (HF, HFB, BLYP, B3LYP, SVWN, BP86, BPW91, MPW1K and MPWB1K). 6-31G * and cc-PV5Z are the basis sets standard that were utilized. The dependency of the SIE and −ε HOMO of systems on hybrid methods in order to find a correlation functional that yields the correct result of zero correlation energy for a system.

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Iodinated Diketopiperazines: Synthesis and Biological Evaluation of Iodinated Analogues of Cyclo(L‐Tyrosine‐L‐Tyrosine) Peptides

Purushotham

Paul

2022

ChemistrySelect

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We developed a simple strategy to diiodinated tyrosine (Tyr) amino acid at the 3‐ and 5‐ positions from the commercially available Fmoc/Boc‐L‐Tyrosine monomer. The iodinated tyrosine monomer have been further adopted to generate a variety of iodinated Fmoc tyrosine dimers. Upon Fmoc elimination, we obtained diketopiperazine (DKP) analogues of Cyclo(L‐Tyr‐L‐Tyr) with varied number of iodine atoms. We also report the biological studies of these iodinated DKP analogues in three different cancer cell lines. We demonstrate that the number of iodine atoms in the Cyclo(L‐Tyr‐L‐Tyr) DKP analogues, and the presence of electron‐rich phenolic group are essential structural parameters to have pronounced cytotoxic activity in three different cancer cell lines.

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Kinetic and Mechanism Studies of the Reaction Between L-Tyrosine and Iodine on the Basis of UV-Vis Spectrophotometric Method

Cited by 9 publications

References 14 publications

DFT and PM3 Computational Studies of the Reaction Mechanism of the Oxidation of L-Tyrosine by Iodine in the Gas Phase

DFT and PM3 Computational Studies of the Reaction Mechanism of the Oxidation of L-Tyrosine by Iodine in the Gas Phase

Self-Interaction Error of Local Density Functionals for Molecules and Nanotubes

Iodinated Diketopiperazines: Synthesis and Biological Evaluation of Iodinated Analogues of Cyclo(L‐Tyrosine‐L‐Tyrosine) Peptides

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