Copper-Induced Oligomerization of Peptides: A Model Study

2007 ◽  
Vol 13 (5) ◽  
pp. 331-337 ◽  
Author(s):  
Gitta Schlosser ◽  
Raluca Stefanescu ◽  
Michael Przybylski ◽  
Manuela Murariu ◽  
Ferenc Hudecz ◽  
...  

In this work, copper-binding of the tetraglycine peptide (Gly–Gly–Gly–Gly) was studied by electrospray ionization mass spectrometry. Experiments were performed under alkaline conditions, in the presence of ethanolamine (pH 10.95). We observed that the presence of copper(II) ions induces the aggregation of the peptide and the formation of copper-bound complexes with higher molecular mass is favored, such as the oligomer complexes [3M + 2Cu – 3H]+ and [4M + 3Cu – 5H]+. At 1:1 peptide–copper(II) ion ratio, the singly charged [3M + 2Cu – 3H]+ oligomer complex is the base peak in the mass spectrum. Metal ion-induced oligomerization of neurotoxic peptides is well known in the literature; however, there are very few examples in which such oligomerization was directly observed by mass spectrometry. Our results show that application of short peptides can be useful to study the mechanism of metal ion binding and metal ion-induced oligomerization of peptides.

Author(s):  
Noelle Potier ◽  
Hélène Rogniaux ◽  
Guillaume Chevreux ◽  
Alain Van Dorsselaer

2019 ◽  
Vol 30 (10) ◽  
pp. 2123-2134 ◽  
Author(s):  
Frederik Lermyte ◽  
James Everett ◽  
Yuko P. Y. Lam ◽  
Christopher A. Wootton ◽  
Jake Brooks ◽  
...  

2009 ◽  
Vol 11 (7) ◽  
pp. 1738-1752 ◽  
Author(s):  
Ewald T.J. van den Bremer ◽  
Wim Jiskoot ◽  
Richard James ◽  
Geoffrey R. Moore ◽  
Colin Kleanthous ◽  
...  

2004 ◽  
Vol 69 (5) ◽  
pp. 1109-1125 ◽  
Author(s):  
George Ferguson ◽  
Alan J. Lough ◽  
Anna Notti ◽  
Sebastiano Pappalardo ◽  
Melchiorre F. Parisi ◽  
...  

The syntheses of 1,3-bis(α-picolyloxy)-p-tert-butylcalix[4]arene crown-6 and 1,1'-binaphthalene-2,2'-diyl crown-6 title conformers have been achieved by two complementary synthetic strategies, which differ in the order in which the polyether loop and the pendant picolyl groups are introduced. The structure and conformation of all new compounds have been firmly established by NMR spectroscopy, and further proven by X-ray analysis for the intermediate p-tert-butyl-25,27-(1,1'-binaphthalene-2,2'-diyl-crown-6)-26,28-dihydroxycalix[4]arene. Within each set of conformers, the nature of the polyether chain has little or no influence on the overall conformation of the calixarene platform. The alkali metal ion binding selectivities of the two series of calixarenes have been evaluated in competitive complexation experiments by electrospray ionization mass spectrometry. In the p-tert-butylcalix[4]arene crown-6 series, partial cone and 1,3-alternate conformers show a peak selectivity for the larger Cs+ ions, while the cone one preferentially binds the smaller Na+ ions. On the other hand, the cone and 1,3-alternate binaphthyl-containing analogues show a preference for Na+ ions, the partial cone being quite unselective.


2021 ◽  
Vol 22 (21) ◽  
pp. 12028
Author(s):  
Aleksandra Kotynia ◽  
Benita Wiatrak ◽  
Wojciech Kamysz ◽  
Damian Neubauer ◽  
Paulina Jawień ◽  
...  

Antimicrobial peptides are a promising group of compounds used for the treatment of infections. In some cases, metal ions are essential to activate these molecules. Examples of metalloantibiotics are, for instance, bleomycin and dermcidin. This study is focused on three new pseudopeptides with potential biological activity. The coordination behavior of all ligands with Cu(II) and Ni(II) ions has been examined. Various analytical methods such as potentiometric titration, UV-Vis and CD spectroscopies, and mass spectrometry were used. All compounds are convenient chelators for metal ion-binding. Two of the ligands tested have histidine residues. Surprisingly, imidazole nitrogen is not involved in the coordination of the metal ion. The N-terminal amino group, Dab side chains, and amide nitrogen atoms of the peptide bonds coordinated Cu(II) and Ni(II) in all the complexes formed. The cytotoxicity of three pseudopeptides and their complexes was evaluated. Moreover, their other model allowed for assessing the attenuation of LPS-induced cytotoxicity and anti-inflammatory activities were also evaluated, the results of which revealed to be very promising.


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