![(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate structure](https://static.chemtradehub.com/structs/429/4294-25-1-0842.webp "(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate structure")
(2S)-2-({N-[(2S)-2-Ammonio-4-methylpentanoyl]glycyl}amino)-3-phenylpropanoate
CAS Number:
4294-25-1
Molecular Formula:
C17H25N3O4
A chloride-responsive molecular switch: driving ion transport and empowering antibacterial properties
Literature Information
Publication Date
2023-11-24
DOI
10.1039/D3OB01826A
Impact Factor
3.876
Authors
Sribash Das, Rama Karn, Mohit Kumar, Soumya Srimayee
View Original
Abstract
A molecular switch was developed to recognize and transport Cl− across lipid bilayers. The XRD-crystal structure and NOESY NMR spectra of a potent 4-aminoquinazoline analogue confirmed Cl−-induced conformation changes. Systematic biophysical studies revealed that the quinazoline moiety forms cooperative interactions of H+ and Cl− ions with the thiourea moiety, resulting in the transport of H+/Cl− across the membranes. A pH-dependent analysis revealed that the transport of Cl− by the potent compound increased in an acidic environment. The potent compound could also transport H+/Cl− across Gram-positive bacteria, leading to antibacterial activities.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
![2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate structure](https://static.chemtradehub.com/structs/889/889948-55-4-5c12.webp "2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate structure")
2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate
CAS Number:
889948-55-4
Molecular Formula:
C16H25N3O2
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