A rationally designed peptoid for the selective chelation of Zn2+ over Cu2.

Chemical Science
Pritam Ghosh, Galia Maayan

Abstract

The selective removal of Zn2+ from proteins by using a synthetic chelator is a promising therapeutic approach for the treatment of various diseases including cancer. Although the chelation of Zn2+ is well known, its removal from a protein in the presence of potential competing biologically relevant ions such as Cu2+ is hardly explored. Herein we present a peptoid - N-substituted glycine trimer - incorporating a picolyl group at the N-terminus, a non-coordinating but structurally directing benzyl group at the C-terminus and a 2,2':6',2''-terpyridine group in the second position, that selectively binds Zn2+ ions in the presence of excess Cu2+ ions in water. We further demonstrate that this chelator can selectively bind Zn2+ from a pool of excess biologically relevant and competitive ions (Cu2+, Fe3+, Ca2+, Mg2+, Na+, and K+) in a simulated body fluid (SBF), and also its ability to remove Zn2+ from a natural zinc protein domain (PYKCPECGKSFSQKSDLVKHQRTHTG) in a SBF.

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Citations

Feb 23, 2021·Journal of Inorganic Biochemistry·Pritam GhoshGalia Maayan
Apr 29, 2021·Chemistry : a European Journal·Pritam GhoshGalia Maayan
Oct 7, 2021·Chemical Communications : Chem Comm·Claudine Nicole HerlanStefan Bräse

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Methods Mentioned

BETA
fluorescence studies
acetylation
NMR
circular dichroism

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