Insight into conformationally-dependent binding of 1-n-alkyl-3-methylimidazolium cations to porphyrin molecules using quantum mechanical calculations

2019 ◽  
Vol 21 (19) ◽  
pp. 10095-10104 ◽  
Author(s):  
Atiya Banerjee ◽  
Jindal K. Shah
Keyword(s):  
Ionic Liquid ◽  
Cytochrome P450 ◽  
Ionic Liquids ◽  
Binding Energies ◽  
Side Chain ◽  
Quantum Mechanical ◽  
Quantum Mechanical Calculations ◽  
Alkyl Side Chain ◽  
Catalytic Center ◽  
Insight Into

The first step in the biodegradation of imidazolium-based ionic liquids involves the insertion of the –OH group into the alkyl side chain, and it is believed to be triggered by cytochrome P450. In this work, we investigate the effect of conformations on binding energies of ionic liquid cations to the catalytic center of P450.

scholarly journals A Computational and Experimental Study of the Conformers of Pyrrolidinium Ionic Liquid Cations Containing an Ethoxy Group in the Alkyl Side Chain

2016 ◽  
Vol 2016 ◽  
pp. 1-9 ◽  
Author(s):  
Francesco Trequattrini ◽  
Oriele Palumbo ◽  
Sara Gatto ◽  
Giovanni Battista Appetecchi ◽  
Annalisa Paolone
Keyword(s):  
Experimental Study ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Basis Set ◽  
Side Chain ◽  
Vibration Frequencies ◽  
Ethoxy Group ◽  
Alkyl Side Chain ◽  
Pyrrolidinium Ionic Liquid ◽  
Absorbance Spectra

We investigate the conformers of the N-methoxyethyl-N-methylpyrrolidinium (PYR1(2O1)) and N-ethoxyethyl-N-methylpyrrolidinium (PYR1(2O2)) ionic liquid cations by means of DFT calculations at the B3LYP/6-31G⁎⁎ level and we calculate their infrared vibration frequencies. The comparison with the absorbance spectra of two ionic liquids containing these ions indicates good performance of such a combination of theory and basis set. The lowest energy conformer of each pyrrolidinium cation displays equatorial-envelope geometry; however, in contrast with the prototypical PYR14, the main alkyl side chain is not in an all-trans configuration, but it tends to be bent. Moreover, calculations indicate that the LUMO orbital extends more along the alkyl side chain in PYR1(2O1) and PYR1(2O2) than in the parent ion 1-butyl-1-methylpyrrolidinium (PYR14).

Structure and Function of NzeB, a Versatile C–C and C–N Bond Forming Diketopiperazine Dimerase

2020 ◽  
Author(s):  
Vikram V. Shende ◽  
Yogan Khatri ◽  
Sean A. Newmister ◽  
Jacob N. Sanders ◽  
Petra Lindovska ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Cytochrome P450 ◽  
Active Site ◽  
Structure And Function ◽  
Quantum Mechanical ◽  
Quantum Mechanical Calculations ◽  
Bond Forming ◽  
And Function ◽  
Insight Into

This report details the discovery and characterization of a versatile bacterial cytochrome P450, NzeB, which catalyzes the dimerization of diketopiperazines via enzymatic C–H functionalization. This includes the first high-resolution crystal structure of a diketopiperazine dimerase, which along with active site via mutagenesis and quantum mechanical calculations, provides insight into the selectivity and mechanism of these enzymes.

scholarly journals Structure and Function of NzeB, a Versatile C–C and C–N Bond Forming Diketopiperazine Dimerase

2020 ◽  
Author(s):  
Vikram V. Shende ◽  
Yogan Khatri ◽  
Sean A. Newmister ◽  
Jacob N. Sanders ◽  
Petra Lindovska ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Cytochrome P450 ◽  
Active Site ◽  
Structure And Function ◽  
Quantum Mechanical ◽  
Quantum Mechanical Calculations ◽  
Bond Forming ◽  
And Function ◽  
Insight Into

This report details the discovery and characterization of a versatile bacterial cytochrome P450, NzeB, which catalyzes the dimerization of diketopiperazines via enzymatic C–H functionalization. This includes the first high-resolution crystal structure of a diketopiperazine dimerase, which along with active site via mutagenesis and quantum mechanical calculations, provides insight into the selectivity and mechanism of these enzymes.

Solubility Parameters Based on Refractive Index Data of Ionic Liquid

2014 ◽  
Vol 917 ◽  
pp. 45-55 ◽  
Author(s):  
Syamsul Bahari Abdullah ◽  
Zakaria Man ◽  
L. Ismail ◽  
Mohammed Ibrahim Abdul Mutalib ◽  
Mohamad Azmi Bustam
Keyword(s):  
Refractive Index ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Carbon Number ◽  
Parameters Estimation ◽  
Solubility Parameters ◽  
Side Chain ◽  
Refractive Indices ◽  
Alkyl Side Chain ◽  
Refractive Index Data

This article reports on the estimation of solubility parameters using refractive index for a series of imidazolium-based ionic liquids (ILs) and their dependencies on the carbon number of alkyl side-chain of cation and anion. Gathering about 35 ILs of refractive indices data from the literature, the solubility parameters estimation fit well with the suggested correlation. The precision of the estimated solubility parameters obtained indicates that the refractive index-solubility parameters correlation can be an alternative tool to estimate solubility parameter value for ILs.

Dynamics of Ion Locking in Doubly Polymerized Ionic Liquids

2020 ◽  
Author(s):  
Swati Arora ◽  
Julisa Rozon ◽  
Jennifer Laaser
Keyword(s):  
Dielectric Constant ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ion Pairs ◽  
Polymer Chains ◽  
Ion Motion ◽  
Charged Species ◽  
Broadband Dielectric Spectroscopy ◽  
Covalently Linked ◽  
Insight Into

<div>In this work, we investigate the dynamics of ion motion in “doubly-polymerized” ionic liquids (DPILs) in which both charged species of an ionic liquid are covalently linked to the same polymer chains. Broadband dielectric spectroscopy is used to characterize these materials over a broad frequency and temperature range, and their behavior is compared to that of conventional “singly-polymerized” ionic liquids (SPILs) in which only one of the charged species is attached to the polymer chains. Polymerization of the DPIL decreases the bulk ionic conductivity by four orders of magnitude relative to both SPILs. The timescales for local ionic rearrangement are similarly found to be approximately four orders of magnitude slower in the DPILs than in the SPILs, and the DPILs also have a lower static dielectric constant. These results suggest that copolymerization of the ionic monomers affects ion motion on both the bulk and the local scales, with ion pairs serving to form strong physical crosslinks between the polymer chains. This study provides quantitative insight into the energetics and timescales of ion motion that drive the phenomenon of “ion locking” currently under investigation for new classes of organic electronics.</div>

scholarly journals Comprehensive study on the impact of the cation alkyl side chain length on the solubility of water in ionic liquids

2015 ◽  
Vol 210 ◽  
pp. 264-271 ◽  
Author(s):  
Kiki A. Kurnia ◽  
Catarina M.S.S. Neves ◽  
Mara G. Freire ◽  
Luís M.N.B.F. Santos ◽  
João A.P. Coutinho
Keyword(s):  
Ionic Liquids ◽  
Chain Length ◽  
Side Chain ◽  
Alkyl Side Chain ◽  
Side Chain Length ◽  
The Impact ◽  
Comprehensive Study

scholarly journals Studies on the Antibacterial Influence of Two Ionic Liquids and their Corrosion Inhibition Performance

2020 ◽  
Vol 10 (4) ◽  
pp. 1444 ◽  
Author(s):  
Mohamed F. Shehata ◽  
Ashraf M. El-Shamy ◽  
Khaled M. Zohdy ◽  
El-Sayed M. Sherif ◽  
Sherif Zein El Abedin
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Synergistic Effect ◽  
Corrosion Inhibition ◽  
Hydroxyl Group ◽  
Side Chain ◽  
Imidazolium Cation ◽  
Corrosion Effect ◽  
Inhibition Performance

In this paper the anti-bacterial and the anti-corrosion effect of two different ionic liquids, namely 1-(2-hydroxyethyl)-3-methylimidazolinium chloride ([OH-EMIm]Cl) and 1-ethyl-3-methyleimidazolinium chloride ([EMIm]Cl) was demonstrated. The results revealed that the corrosion inhibition influence of the ionic liquid [OH-EMIm]Cl is higher than that of the ionic liquid [EMIm]Cl. Furthermore, the ionic liquid [OH-EMIm]Cl showed better biocidal influence compared with the ionic liquid [EMIm]Cl. This indicates the synergistic effect due to the incorporation of the hydroxyl group into the side chain of the imidazolium cation leading to enhanced antibacterial and anticorrosion effect.

Insight into 6-aminopenicillanic acid structure and study of the quantum mechanical calculations of the acid–base site on γ-Fe2O3@SiO2 core–shell nanocomposites and as efficient catalysts in multicomponent reactions

2020 ◽  
Vol 44 (47) ◽  
pp. 20688-20696
Author(s):  
Farveh Saberi ◽  
Somayeh Ostovar ◽  
Roya Behazin ◽  
Alireza Rezvani ◽  
Ali Ebrahimi ◽  
...  
Keyword(s):  
Multicomponent Reactions ◽  
Quantum Mechanical ◽  
Core Shell ◽  
Quantum Mechanical Calculations ◽  
Acid Base ◽  
Base Site ◽  
Insight Into ◽  
Acid Structure

Magnetic 6-APA/γ-Fe2O3@Sio2 nanocomposites have been developed by exploiting the potential of the acid–base bifunctional system to study the quantum mechanistic calculations.

Sign in / Sign up

Export Citation Format

Share Document