Conceptual DFT Study of the Local Chemical Reactivity of the Colored BISARG Melanoidin and Its Protonated Derivative

Frontiers in Chemistry
Juan Frau, Daniel Glossman-Mitnik

Abstract

This computational study assessed eight fixed RSH (range-separated hybrid) density functionals that include CAM-B3LYP, LC-ωPBE, M11, MN12SX, N12SX, ωB97, ωB97X, and ωB97XD related to the Def2TZVP basis sets together with the SMD solvation model in the calculation the molecular structure and reactivity properties of the BISARG intermediate melanoidin pigment (5-(2-(E)-(Z)-5-[(2-furyl)methylidene]-3-(4-acetylamino-4-carboxybutyl)-2-imino-1,3-dihydroimidazol-4-ylideneamino(E)-4-[(2-furyl)methylidene]-5-oxo-1H-imidazol-1-yl)-2-acetylaminovaleric acid) and its protonated derivative, BISARG(p). The chemical reactivity descriptors for the systems were calculated via the Conceptual Density Functional Theory. The choice of active sites applicable to nucleophilic, electrophilic as well as radical attacks were made by linking them with Fukui functions indices, electrophilic and nucleophilic Parr functions, and the condensed Dual Descriptor Δf(r). The study found the MN12SX and N12SX density functionals to be the most appropriate in predicting the chemical reactivity of the molecular systems under study starting from the knowledge of the HOMO, LUMO, and HOMO-LUMO gap energies.

References

Apr 25, 2006·Physical Chemistry Chemical Physics : PCCP·Florian Weigend
Jul 14, 2006·The Journal of Physical Chemistry. B·Partha MahataSrinivasan Natarajan
Jul 15, 2006·The Journal of Physical Chemistry. a·Christophe MorellAlejandro Toro-Labbé
Feb 20, 2007·The Journal of Physical Chemistry. a·José L GázquezAlberto Vela
Mar 5, 2008·The Journal of Chemical Physics·Jeng-Da Chai, Martin Head-Gordon
Nov 8, 2008·Physical Chemistry Chemical Physics : PCCP·Jeng-Da Chai, Martin Head-Gordon
Aug 7, 2009·The Journal of Chemical Physics·Thomas M HendersonGustavo E Scuseria
Aug 26, 2009·The Journal of Physical Chemistry. a·Pratim Kumar ChattarajSantanab Giri
Jan 9, 2010·Annual Review of Physical Chemistry·Roi BaerUlrike Salzner
Apr 26, 2011·The Journal of Chemical Physics·A KarolewskiS Kümmel
Aug 21, 2012·Journal of Chemical Theory and Computation·Michael E Foster, Bryan M Wong
Nov 8, 2012·Physical Chemistry Chemical Physics : PCCP·Roberto Peverati, Donald G Truhlar
May 10, 2013·The Journal of Physical Chemistry. B·Jorge Ignacio Martínez-ArayaDaniel Glossman-Mitnik
May 28, 2013·Journal of Molecular Modeling·Guillermo Salgado-MoránDaniel Glossman-Mitnik
Jun 8, 2013·The Journal of Chemical Physics·Andreas KarolewskiStephan Kümmel
Oct 20, 2015·Physical Chemistry Chemical Physics : PCCP·Jorge Ignacio Martínez-ArayaDaniel Glossman-Mitnik
Nov 19, 2015·Journal of Chemical Theory and Computation·Arun K MannaBarry D Dunietz
Mar 11, 2014·Journal of Chemical Theory and Computation·Haitao Sun, Jochen Autschbach
Apr 8, 2014·Journal of Chemical Theory and Computation·Denis JacqueminJochen Autschbach
May 8, 2012·Journal of Chemical Theory and Computation·Leeor KronikRoi Baer
Aug 9, 2011·Journal of Chemical Theory and Computation·Natalia KuritzLeeor Kronik
Feb 18, 2016·The Journal of Physical Chemistry. a·Igo T LimaDemétrio A da Silva Filho
Jun 15, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Luis R DomingoPatricia Pérez
Sep 14, 2016·Journal of Chemical Theory and Computation·Jonathan D GledhillDavid J Tozer
Dec 6, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Juan FrauDaniel Glossman-Mitnik
Jan 27, 2017·Chemistry Central Journal·Juan Frau, Daniel Glossman-Mitnik
Feb 6, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Juan Frau, Daniel Glossman-Mitnik
Feb 16, 2017·Journal of Molecular Modeling·Tamires Lima PereiraDemétrio Antonio da Silva Filho
Mar 25, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sebastián SastreDaniel Glossman-Mitnik
May 1, 1999·Journal of Computational Chemistry·Thomas A Halgren

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Citations

Sep 14, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Norma Flores-HolguínDaniel Glossman-Mitnik
Feb 6, 2020·Journal of Biomolecular Structure & Dynamics·Ruby Srivastava
Jul 28, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Norma Flores-HolguínDaniel Glossman-Mitnik
Mar 25, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Juan FrauDaniel Glossman-Mitnik
Dec 20, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ubale Panchsheela AshokDaniel Glossman-Mitnik
Dec 8, 2020·ACS Omega·Daniel Glossman-Mitnik, Jorge I Martínez-Araya

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Software Mentioned

Chemcraft
Gaussian
Marvin View
BISARG

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