Probing the Recognition of Halide and OxyAnions in the Polarprotic and Polaraprotic Solvent Mediums with Neutral UreaBased Receptors: A Computational Study

Sahu, Debashis; Ganguly, Bishwajit

doi:10.1002/slct.201600568

Cited by 7 publications

(1 citation statement)

References 52 publications

(79 reference statements)

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“…For example, salicylaldehyde is both a reducing agent and a stabilizing agent that can be used for the formation of coinage metal particles. 19,20 A nanomaterial, a detection element that gives specicity, and a sign transduction system that provides a way of reporting the existence of an analyte are the three elements that make up nanomaterial-enabled sensors. Though each nanosensor can be classied using these three categories, these parts are not always different entities within a sensor.…”

Section: Introductionmentioning

confidence: 99%

Analytical developments in the synergism of copper particles and cysteine: a review

Sharma,

Ganguly,

Doi

2024

Nanoscale Adv.

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Section: Introductionmentioning

confidence: 99%

Analytical developments in the synergism of copper particles and cysteine: a review

Sharma,

Ganguly,

Doi

2024

Nanoscale Adv.

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Revealing the importance of linkers in K-series oxime reactivators for tabun-inhibited AChE using quantum chemical, docking and SMD studies

Ghosh

Chandar

Jana

et al. 2017

J Comput Aided Mol Des

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Inhibition of acetylcholinesterase (AChE) with organophosphorus compounds has a detrimental effect on human life. Oxime K203 seems to be one of the promising reactivators for tabun-inhibited AChE than (K027, K127, and K628). These reactivators differ only in the linker units between the two pyridinium rings. The conformational analyses performed with quantum chemical RHF/6-31G* level for K027, K127, K203 and K628 showed that the minimum energy conformers have different orientations of the active and peripheral pyridinium rings for these reactivator molecules. K203 with (-CH-CH=CH-CH-) linker unit possesses more open conformation compared to the other reactivators. Such orientation of K203 experiences favorable interaction with the surrounding residues of catalytic anionic site (CAS) and peripheral anionic site (PAS) of tabun-inhibited AChE. From the steered molecular dynamics simulations, it has been observed that the oxygen atom of the oxime group of K203 reactivator approaches nearest to the P-atom of the SUN203 (3.75 Å) at lower time scales (less than ~1000 ps) as compared to the other reactivators. K203 experiences less number of hydrophobic interaction with the PAS residues which is suggested to be an important factor for the efficient reactivation process. In addition, K203 crates large number of H-bonding with CAS residues SUN203, Phe295, Tyr337, Phe338 and His447. K203 barely changes its conformation during the SMD simulation process and hence the energy penalty to adopt any other conformation is minimal in this case as compared to the other reactivators. The molecular mechanics and Poisson-Boltzmann surface area binding energies obtained for the interaction of K203 inside the gorge of tabun inhibited AChE is substantially higher (-290.2 kcal/mol) than the corresponding K628 reactivator (-260.4 kcal/mol), which also possess unsaturated aromatic linker unit.

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Influence of gauche effect on uncharged oxime reactivators for the reactivation of tabun-inhibited AChE: quantum chemical and steered molecular dynamics studies

Ghosh

Jana

Ganguly

2018

J Comput Aided Mol Des

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The neutral oxime reactivator RS194B with a seven-membered ring has shown better efficacy towards the tabun-inhibited AChE than that of RS69N with a six-membered ring and RS41A with a five-membered ring. The difference in the efficacy of these reactivators has remained unexplored. We report here the origin of the difference of efficacy of these reactivators based on the conformational analysis, quantum chemical calculations and steered molecular dynamics (SMD) simulations. The conformational analysis using B3LYP/6-31G(d) level of theory revealed that RS41A and RS194B are more stable in gauche conformation due to the gauche effect (-N-C-C-N- bonds) whereas RS69N prefers anti-conformation. The SMD simulations show that RS194B retains in more stable gauche conformation inside the active gorge of AChE during different time intervals that experiences more hydrogen bonding, hydrophobic interactions with the catalytic anionic site (CAS) residues and weaker interactions with the peripheral anionic site (PAS) residues compared to RS41A and RS69N. In an effort to design an even superior reactivator, RS194B-S has been chosen with a subtle change in the geometry of RS194B by replacing the carbonyl oxygen with the sulfur atom. The newly designed reactivator RS194B-S can also be a promising candidate to reactivate tabun-inhibited AChE.

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Probing the Recognition of Halide and OxyAnions in the Polarprotic and Polaraprotic Solvent Mediums with Neutral UreaBased Receptors: A Computational Study

Cited by 7 publications

References 52 publications

Analytical developments in the synergism of copper particles and cysteine: a review

Analytical developments in the synergism of copper particles and cysteine: a review

Revealing the importance of linkers in K-series oxime reactivators for tabun-inhibited AChE using quantum chemical, docking and SMD studies

Influence of gauche effect on uncharged oxime reactivators for the reactivation of tabun-inhibited AChE: quantum chemical and steered molecular dynamics studies

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