Building up PtII -Thiosemicarbazone-Lysine-sC18 Conjugates.
Chembiochem
; 22(4): 694-704, 2021 02 15.
Article
en En
| MEDLINE
| ID: mdl-32909347
ABSTRACT
Three chiral tridentate N^N^S coordinating pyridine-carbaldehyde (S)-N4-(α-methylbenzyl)thiosemicarbazones (HTSCmB) were synthesised along with lysine-modified derivatives. One of them was selected and covalently conjugated to the cell-penetrating peptide sC18 by solid-phase peptide synthesis. The HTSCmB model ligands, the HTSCLp derivatives and the peptide conjugate rapidly and quantitatively form very stable PtII chlorido complexes [Pt(TSC)Cl] when treated with K2 PtCl4 in solution. The Pt(CN) derivatives were obtained from one TSCmB model complex and the peptide conjugate complex through Cl- âCN- exchange. Ligands and complexes were characterised by NMR, IR spectroscopy, HR-ESI-MS and single-crystal XRD. Intriguingly, no decrease in cell viability was observed when testing the biological activity of the lysine-tagged HdpyTSCLp, its sC18 conjugate HdpyTSCL-sC18 or the PtCl and Pt(CN) conjugate complexes in three different cell lines. Thus, given the facile and effective preparation of such Pt-TSC-peptide conjugates, these systems might pave the way for future use in late-stage labelling with Pt radionuclides and application in nuclear medicine.
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Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Compuestos Organometálicos
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Fragmentos de Péptidos
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Platino (Metal)
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Tiosemicarbazonas
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Péptidos de Penetración Celular
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Lisina
Límite:
Humans
Idioma:
En
Año:
2021
Tipo del documento:
Article