Jump to main content
Jump to site search

Issue 15, 2012
Previous Article Next Article

Enantiomeric recognition of chiral L– and D–penicillamine Zinc(ii) complexes: DNA binding behavior and cleavage studies

Author affiliations

Abstract

Two designed L–/D–penicillamine based enantiomeric Zn(II) complexes 1a and 1b of 1,10–phenanthroline were synthesized and structurally characterized. The interactions of the complexes with CT DNA have been explored by absorption, fluorescence and CD measurements, revealing that both the complexes interact with DNA via electrostatic binding. All the corroborative results indicated the enantiopreferential selective binding of L–form of the complex over the D–form. A gel electrophoretic pictogram of the complexes 1a and 1b demonstrates their ability to cleave pBR322 DNA through hydrolytic process; validated by T4 religation assays; furthermore, the L–form of the complex exhibited more pronounced cleavage than the D–form. However, both complexes preferred the minor groove of the DNA double helix. Interaction studies with mononucleotides revealed that both the enantiomers possess high affinity towards the A–T base pairs of DNA, consistent with the previous reports on stereospecific selectivity of Zn(II) complexes. These studies were further supported by molecular docking studies and the resulting binding energy of docked metal complexes 1a and 1b were found to be −306.4 and −289.1 KJ mol−1, respectively. The more negative relative binding energy of L–form of complex suggests greater propensity for DNA than the D–enantiomer.

Graphical abstract: Enantiomeric recognition of chiral L– and D–penicillamine Zinc(ii) complexes: DNA binding behavior and cleavage studies

Back to tab navigation

Supplementary files

Article information


Submitted
12 Apr 2012
Accepted
08 May 2012
First published
09 May 2012

RSC Adv., 2012,2, 6354-6362
Article type
Paper

Enantiomeric recognition of chiral L– and D–penicillamine Zinc(II) complexes: DNA binding behavior and cleavage studies

F. Arjmand and S. Parveen, RSC Adv., 2012, 2, 6354
DOI: 10.1039/C2RA20660A

Social activity

Search articles by author

Spotlight

Advertisements