Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property

A set of copper(II) complexes of glycine and methylated glycine derivatives, Cu(aa)2, consisting of C-dimethylglycine, l-alanine, N-dimethylglycine and sarcosine, was investigated for their DNA binding and nucleolytic properties by means of EPR and visible spectroscopy, and electrophoresis. They bin...

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Main Authors: Seng, Hoi Ling, Tan, Kong Wai, Maah, Mohd Jamil, Tan, Wee Tee, Hamada, Hirokazu, Chikira, Makoto, Ng, Chew Hee
Format: Article
Published: Pergamon Press 2009
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spelling oai:psasir.upm.edu.my:13796 http://psasir.upm.edu.my/id/eprint/13796/ Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property Seng, Hoi Ling Tan, Kong Wai Maah, Mohd Jamil Tan, Wee Tee Hamada, Hirokazu Chikira, Makoto Ng, Chew Hee A set of copper(II) complexes of glycine and methylated glycine derivatives, Cu(aa)2, consisting of C-dimethylglycine, l-alanine, N-dimethylglycine and sarcosine, was investigated for their DNA binding and nucleolytic properties by means of EPR and visible spectroscopy, and electrophoresis. They bind weakly to DNA with apparent binding constants in the range 1.8–2.9 × 103 M−1 with very similar orientation. No DNA cleavage is observed in the absence of exogenous agents. Copper(II) complexes of N-methylated derivatives bind to DNA more stereo-specifically and less strongly, and their oxidative DNA cleavage is less efficient than those of the corresponding C-methylated derivatives in the presence of hydrogen peroxide (H2O2) alone, or sodium ascorbate (NaHA) alone or tandem H2O2–NaHA. The oxidative DNA cleavage mechanism in the three systems involves a common copper(I) species. Neocuproine can inhibit DNA cleavage by these complexes. Pergamon Press 2009-07-06 Article PeerReviewed Seng, Hoi Ling and Tan, Kong Wai and Maah, Mohd Jamil and Tan, Wee Tee and Hamada, Hirokazu and Chikira, Makoto and Ng, Chew Hee (2009) Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property. Polyhedron, 28 (11). pp. 2219-2227. ISSN 0277-5387; ESSN: 1873-3719 10.1016/j.poly.2009.03.022
institution UPM IR
collection UPM IR
description A set of copper(II) complexes of glycine and methylated glycine derivatives, Cu(aa)2, consisting of C-dimethylglycine, l-alanine, N-dimethylglycine and sarcosine, was investigated for their DNA binding and nucleolytic properties by means of EPR and visible spectroscopy, and electrophoresis. They bind weakly to DNA with apparent binding constants in the range 1.8–2.9 × 103 M−1 with very similar orientation. No DNA cleavage is observed in the absence of exogenous agents. Copper(II) complexes of N-methylated derivatives bind to DNA more stereo-specifically and less strongly, and their oxidative DNA cleavage is less efficient than those of the corresponding C-methylated derivatives in the presence of hydrogen peroxide (H2O2) alone, or sodium ascorbate (NaHA) alone or tandem H2O2–NaHA. The oxidative DNA cleavage mechanism in the three systems involves a common copper(I) species. Neocuproine can inhibit DNA cleavage by these complexes.
format Article
author Seng, Hoi Ling
Tan, Kong Wai
Maah, Mohd Jamil
Tan, Wee Tee
Hamada, Hirokazu
Chikira, Makoto
Ng, Chew Hee
spellingShingle Seng, Hoi Ling
Tan, Kong Wai
Maah, Mohd Jamil
Tan, Wee Tee
Hamada, Hirokazu
Chikira, Makoto
Ng, Chew Hee
Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
author_facet Seng, Hoi Ling
Tan, Kong Wai
Maah, Mohd Jamil
Tan, Wee Tee
Hamada, Hirokazu
Chikira, Makoto
Ng, Chew Hee
author_sort Seng, Hoi Ling
title Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
title_short Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
title_full Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
title_fullStr Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
title_full_unstemmed Copper(II) complexes of methylated glycine derivatives: effect of methyl substituent on their DNA binding and nucleolytic property
title_sort copper(ii) complexes of methylated glycine derivatives: effect of methyl substituent on their dna binding and nucleolytic property
publisher Pergamon Press
publishDate 2009
_version_ 1782718612927152128
score 12.935284