DNA-binding and photocleavage properties of cationic porphyrin-anthraquinone hybrids with different lengths of links.

Abstract:

:Four cationic porphyrin-anthraquinone (Por-AQ) hybrids differing in lengths of flexible alkyl linkage, 5-[4-(1-N-anthraquinonon-yl)-L-oxophenyl]-10,15,20-tris(N-methylpyridinium-4-yl)porphyrin triiodide, (L = acetyl, pentanoyl, octanoyl, undecanoyl, designed as [AQATMPyP]I3, [AQPTMPyP]I3, [AQOTMPyP]I3 and [AQUTMPyP]I3, respectively, see Fig. 1), were synthesized and their interactions with DNA were investigated. The results of spectroscopic, denaturation and viscosity measurements suggest that [AQATMPyP]I3 binds to DNA through non-intercalative mode while the other three hybrids with longer links bind via bis-intercalative mode. Ethidium bromide (EB) competition experiment was carried out to determine the binding constants (Kb) of these compounds for CT DNA, and [AQPTMPyP]I3 shows the largest Kb among these hybrids. The photocleavage mechanism and wavelength-dependent cleaving abilities of these hybrids to pBR322 plasmid DNA were also comparably investigated.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Zhao P,Xu LC,Huang JW,Fu B,Yu HC,Zhang WH,Chen J,Yao JH,Ji LN

doi

10.1016/j.bioorg.2008.08.002

subject

Has Abstract

pub_date

2008-12-01 00:00:00

pages

278-87

issue

6

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(08)00051-5

journal_volume

36

pub_type

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