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A new peptidyl fluorescent chemosensors for the selective detection of mercury ions based on tetrapeptide.

Abstract：

:A novel peptidyl chemosensor (PySO2-His-Gly-Gly-Lys(PySO2)-NH2, 1) was synthesized by incorporation of two pyrene (Py) fluorophores into the tetrapeptide using sulfonamide group. Compound 1 exhibited selective fluorescence response towards Hg(II) over the other metal ions in aqueous buffered solutions. Furthermore, 1 with the potent binding affinity (Kd=120 nM) for Hg(II) detected Hg(II) without interference of other metal ions such as Ag(I), Cu(II), Cd(II), and Pb(II). The binding mode of 1 with Hg(II) was investigated by UV absorbance spectroscopy, (1)H NMR titration experiment, and pH titration experiment. The addition of Hg(II) induced a significant decrease in both excimer and monomer emissions of the pyrene fluorescence. Hg(II) interacted with the sulfonamide groups and the imidazole group of His in the peptidyl chemosensor and then two pyrene fluorophores were close to each other in the peptide. The decrease of both excimer and monomer emission was mainly due to the excimer/monomer emission change by dimerization of two pyrene fluorophores and a quenching effect of Hg(II).

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Thirupathi P,Lee KH

doi

10.1016/j.bmc.2013.09.058

subject

Has Abstract

pub_date

2013-12-15 00:00:00

pages

7964-70

issue

24

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(13)00838-9

journal_volume

21

pub_type

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