NDLI: Tuning the coordination properties of multi-histidine peptides by using a tripodal scaffold: solution chemical study and catechol oxidase mimicking

Content Provider	Royal Society of Chemistry (RSC)
Author	Dancs, Ágnes Páli, Tibor May, Nóra V. Darula, Zsuzsanna Selmeczi, Katalin Matyuska, Ferenc Szorcsik, Attila Gajda, Tamás
Copyright Year	2017
Abstract	Two new tripodal peptides containing non-protected N-terminal (L1, tren3his) and C-terminal (L2, nta3his) histidines have been synthesized in order to combine the structuring effect of tripodal scaffolds and the strong metal binding properties of histidine moieties. In the present work the copper(II) complexes of these ligands have been studied by combined pH-metric, UV-Vis, CD, EPR and MS methods. At a 1 : 1 metal-to-ligand ratio the two ligands behave as the corresponding dipeptides containing N/C-terminal histidines, but above pH 9 the participation of the tertiary amine in the fused chelate rings results in unique binding modes in the case of both ligands. Besides, the formation of oligonuclear complexes also confirms the positive influence of tripodal platforms on metal coordination, and provides the potential to be efficient functional models of oxidase enzymes. Accordingly, the oligonuclear complexes of both ligands exhibit considerable catecholase-like activity. The oxidation of 3,5-di-tert-butyl-catechol proceeds with the participation of separated Cu2+ centers in the presence of L1 complexes. However, the proximity of the two metal ions in the dinuclear complexes of L2 allows their cooperation along the catalytic cycle. Substrate binding modes, effects of reactants, intermediate and side product formation have also been studied, allowing us to propose a plausible catalytic mechanism for each copper(II)–ligand system.
Starting Page	808
Ending Page	823
Page Count	16
File Format	HTM / HTML PDF
ISSN	11440546
Volume Number	41
Issue Number	2
Journal	New Journal of Chemistry
DOI	10.1039/c6nj03126a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	N-terminus Histidine Amine Ligand EPR Oxidase PH Copper C-terminus Catalytic cycle
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry Catalysis

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Continuous flow catalysis with a biomimetic copper(II) complex covalently immobilized on graphite felt

Effect of the Peptidic Scaffold in Copper(II) Coordination and the Redox Properties of Short Histidine-Containing Peptides

Complexation of a tripodal amine-catechol ligand tris((2,3-dihydroxybenzylamino)ethyl)amine towards Al(III), Ga(III), and In(III)

Room-Temperature Cu(II) Radical-Triggered Alkyne C–H Activation

The catalytic cycle of catechol oxidase

Bioinorganic chemistry of copper and zinc ions coordinated to amyloid-β peptide

A Novel Tripodal Ligand Containing Three Different N-Heterocyclic Donor Functions and Its Application in Catechol Dioxygenase Mimicking

PtCl₂(phen) disrupts the metal ions binding to amyloid-β peptide

Mononuclear Ni(II) Complexes with a S3O Coordination Sphere Based on a Tripodal Cysteine-Rich Ligand: pH Tuning of the Superoxide Dismutase Activity

Tuning the coordination properties of multi-histidine peptides by using a tripodal scaffold: solution chemical study and catechol oxidase mimicking

Similar Documents

Continuous flow catalysis with a biomimetic copper(II) complex covalently immobilized on graphite felt

Effect of the Peptidic Scaffold in Copper(II) Coordination and the Redox Properties of Short Histidine-Containing Peptides

Complexation of a tripodal amine-catechol ligand tris((2,3-dihydroxybenzylamino)ethyl)amine towards Al(III), Ga(III), and In(III)

Room-Temperature Cu(II) Radical-Triggered Alkyne C–H Activation

The catalytic cycle of catechol oxidase

Bioinorganic chemistry of copper and zinc ions coordinated to amyloid-β peptide

A Novel Tripodal Ligand Containing Three Different N-Heterocyclic Donor Functions and Its Application in Catechol Dioxygenase Mimicking

PtCl2(phen) disrupts the metal ions binding to amyloid-β peptide

Mononuclear Ni(II) Complexes with a S3O Coordination Sphere Based on a Tripodal Cysteine-Rich Ligand: pH Tuning of the Superoxide Dismutase Activity

Tuning the coordination properties of multi-histidine peptides by using a tripodal scaffold: solution chemical study and catechol oxidase mimicking

PtCl₂(phen) disrupts the metal ions binding to amyloid-β peptide