Paraoxonase Mimic by a Nanoreactor Aggregate Containing Benzimidazolium Calix and l-Histidine: Demonstration of the Acetylcholine Esterase Activity

Amanpreet Singh; Sanjeev Saini; Mayank; Navneet Kaur; Ajnesh Singh; Narinder Singh; Doo Ok Jang

doi:10.1002/chem.202004944

Paraoxonase Mimic by a Nanoreactor Aggregate Containing Benzimidazolium Calix and l-Histidine: Demonstration of the Acetylcholine Esterase Activity

Amanpreet Singh, Sanjeev Saini, Mayank, Navneet Kaur, Ajnesh Singh, Narinder Singh, Doo Ok Jang

Chemistry and Medical Chemistry

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

An anion-mediated preorganization approach was used to design and synthesize the benzimidazolium-based calix compound R1⋅2 ClO₄⁻. X-ray crystallography analysis revealed that the hydrogen-bonding interactions between the benzimidazolium cations and N,N-dimethylformamide (DMF) helped R1⋅2 ClO₄⁻ encapsulate DMF molecule(s). A nanoreactor, with R1⋅2 ClO₄⁻ and l-histidine (l-His) as the components, was fabricated by using a neutralization method. The nanoreactor could detoxify paraoxon in 30 min. l-His played a vital role in this process. Paraoxonase is a well-known enzyme used for pesticide degradation. The Ellman's reagent was used to determine the percentage inhibition of the acetylcholinesterase (AChE) activity in the presence of the nanoreactor. The results indicated that the nanoreactor inhibited AChE inhibition.

Original language	English
Pages (from-to)	5737-5744
Number of pages	8
Journal	Chemistry - A European Journal
Volume	27
Issue number	18
DOIs	https://doi.org/10.1002/chem.202004944
Publication status	Published - 2021 Mar 26

Bibliographical note

Funding Information:
This work was supported by a research grant from the SERB Project (Project No. EMR/2017/003438). A.S. is thankful to IIT Ropar for the institute's postdoctoral fellowship.

Publisher Copyright:
© 2020 Wiley-VCH GmbH

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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title = "Paraoxonase Mimic by a Nanoreactor Aggregate Containing Benzimidazolium Calix and l-Histidine: Demonstration of the Acetylcholine Esterase Activity",

abstract = "An anion-mediated preorganization approach was used to design and synthesize the benzimidazolium-based calix compound R1⋅2 ClO4−. X-ray crystallography analysis revealed that the hydrogen-bonding interactions between the benzimidazolium cations and N,N-dimethylformamide (DMF) helped R1⋅2 ClO4− encapsulate DMF molecule(s). A nanoreactor, with R1⋅2 ClO4− and l-histidine (l-His) as the components, was fabricated by using a neutralization method. The nanoreactor could detoxify paraoxon in 30 min. l-His played a vital role in this process. Paraoxonase is a well-known enzyme used for pesticide degradation. The Ellman's reagent was used to determine the percentage inhibition of the acetylcholinesterase (AChE) activity in the presence of the nanoreactor. The results indicated that the nanoreactor inhibited AChE inhibition.",

author = "Amanpreet Singh and Sanjeev Saini and Mayank and Navneet Kaur and Ajnesh Singh and Narinder Singh and Jang, {Doo Ok}",

note = "Funding Information: This work was supported by a research grant from the SERB Project (Project No. EMR/2017/003438). A.S. is thankful to IIT Ropar for the institute's postdoctoral fellowship. Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

year = "2021",

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doi = "10.1002/chem.202004944",

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T2 - Demonstration of the Acetylcholine Esterase Activity

AU - Singh, Amanpreet

AU - Saini, Sanjeev

AU - Mayank,

AU - Kaur, Navneet

AU - Singh, Ajnesh

AU - Singh, Narinder

AU - Jang, Doo Ok

N1 - Funding Information: This work was supported by a research grant from the SERB Project (Project No. EMR/2017/003438). A.S. is thankful to IIT Ropar for the institute's postdoctoral fellowship. Publisher Copyright: © 2020 Wiley-VCH GmbH

PY - 2021/3/26

Y1 - 2021/3/26

N2 - An anion-mediated preorganization approach was used to design and synthesize the benzimidazolium-based calix compound R1⋅2 ClO4−. X-ray crystallography analysis revealed that the hydrogen-bonding interactions between the benzimidazolium cations and N,N-dimethylformamide (DMF) helped R1⋅2 ClO4− encapsulate DMF molecule(s). A nanoreactor, with R1⋅2 ClO4− and l-histidine (l-His) as the components, was fabricated by using a neutralization method. The nanoreactor could detoxify paraoxon in 30 min. l-His played a vital role in this process. Paraoxonase is a well-known enzyme used for pesticide degradation. The Ellman's reagent was used to determine the percentage inhibition of the acetylcholinesterase (AChE) activity in the presence of the nanoreactor. The results indicated that the nanoreactor inhibited AChE inhibition.

AB - An anion-mediated preorganization approach was used to design and synthesize the benzimidazolium-based calix compound R1⋅2 ClO4−. X-ray crystallography analysis revealed that the hydrogen-bonding interactions between the benzimidazolium cations and N,N-dimethylformamide (DMF) helped R1⋅2 ClO4− encapsulate DMF molecule(s). A nanoreactor, with R1⋅2 ClO4− and l-histidine (l-His) as the components, was fabricated by using a neutralization method. The nanoreactor could detoxify paraoxon in 30 min. l-His played a vital role in this process. Paraoxonase is a well-known enzyme used for pesticide degradation. The Ellman's reagent was used to determine the percentage inhibition of the acetylcholinesterase (AChE) activity in the presence of the nanoreactor. The results indicated that the nanoreactor inhibited AChE inhibition.

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Paraoxonase Mimic by a Nanoreactor Aggregate Containing Benzimidazolium Calix and l-Histidine: Demonstration of the Acetylcholine Esterase Activity

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