Journal
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
Volume 229, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.saa.2019.117884
Keywords
Unnatural amino acids; copper-binding; Ni(II)-complex intermediates; Anticancer drugs; DNA quadruplex; telomeric DNA; c-myc; BSA
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Funding
- Ministero dell'Istruzione, dell'Universita' e della Ricerca (MIUR), Italy [PON03PE 00060 4, RBNE08YFN3_009]
- National Science Centre, Poland [2017/24/C/ST5/00181, UMO-2018/28/C/NZ1/00497]
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Herein, we present a spectroscopic (CD and UV) and SEM study of a phenylalanine derivative carrying a terminal alkyne moiety and indicated by us CF3IIIPhe, with particular attention to its interaction with Cu(II) cation and some biological macromolecules, as well as a preliminary evaluation of its effect on cancerous cells. CD spectroscopy evidenced the ability of CF3IIIPhe to interact with tel(26) and c-myc, two quadruplex DNA (G4 DNA) models explored in this study. Other CD and UV studies revealed the ability of the unnatural amino acid to form aggregates in aqueous solution, to bind Cu(II) cation, and to interact with bovine serum albumin (BSA). Cellular studies demonstrated CF3IIIPhe antiproliferative activity on PC3 cells. Its ability to bind telomeric DNA was verified with tel(26) by CD investigation and SEM analysis, that revealed a noteworthy change in DNA morphology (mainly based on nanosphere structures) by CF3IIIPhe, confirming its G4-DNA binding ability already evidenced by spectroscopy. (c) 2018 Elsevier B.V. All rights reserved.
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