An anion receptor that facilitates transmembrane proton-anion symport by deprotonating its sulfonamide N-H proton

Chemical Communications : Chem Comm
Sopan Valiba Shinde, Pinaki Talukdar

Abstract

Indole-based amide-sulfonamide derivatives were synthesized. The X-ray crystal structure and chloride binding studies in solution showed a 1 : 1 stoichiometry. The ion transport efficiency directly correlated to the pKa of the sulfonamide N-H protons. The mechanistic study indicated proton-anion symport across the lipid bilayer membrane.

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Citations

May 29, 2019·Organic & Biomolecular Chemistry·Abhishek SahaDebasis Manna
Jul 22, 2020·Chemical Society Reviews·Jeffery T DavisRoberto Quesada
Jan 29, 2020·Chemical Science·Javid Ahmad MallaPinaki Talukdar
Sep 16, 2021·Organic & Biomolecular Chemistry·Luis Martínez-CrespoHennie Valkenier
Nov 13, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Javid Ahmad MallaPinaki Talukdar

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Methods Mentioned

BETA
X-ray
NMR
co-crystallization

Software Mentioned

MarvinSketch
WinEQNMR2

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