PMID- 18793790
OWN - NLM
STAT- MEDLINE
DCOM- 20081219
LR  - 20131121
IS  - 1090-2120 (Electronic)
IS  - 0045-2068 (Linking)
VI  - 36
IP  - 6
DP  - 2008 Dec
TI  - DNA-binding and photocleavage properties of cationic porphyrin-anthraquinone 
      hybrids with different lengths of links.
PG  - 278-87
LID - 10.1016/j.bioorg.2008.08.002 [doi]
AB  - 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.
FAU - Zhao, Ping
AU  - Zhao P
AD  - MOE Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry and 
      Chemical Engineering, Sun Yat-Sen University, No. 135, Xingangxi Road, Guangzhou 
      510275, PR China.
FAU - Xu, Lian-Cai
AU  - Xu LC
FAU - Huang, Jin-Wang
AU  - Huang JW
FAU - Fu, Bo
AU  - Fu B
FAU - Yu, Han-Cheng
AU  - Yu HC
FAU - Zhang, Wei-Hong
AU  - Zhang WH
FAU - Chen, Jian
AU  - Chen J
FAU - Yao, Jun-Hua
AU  - Yao JH
FAU - Ji, Liang-Nian
AU  - Ji LN
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20080914
PL  - United States
TA  - Bioorg Chem
JT  - Bioorganic chemistry
JID - 1303703
RN  - 0 (Anthraquinones)
RN  - 0 (Cations)
RN  - 0 (Intercalating Agents)
RN  - 0 (Porphyrins)
RN  - 9007-49-2 (DNA)
RN  - EN464416SI (Ethidium)
SB  - IM
MH  - Anthraquinones/*chemistry
MH  - *Cations
MH  - Chemistry/methods
MH  - DNA/*chemistry
MH  - Electrophoresis, Polyacrylamide Gel
MH  - Ethidium/chemistry
MH  - Intercalating Agents/pharmacology
MH  - Kinetics
MH  - Models, Chemical
MH  - Photochemistry/*methods
MH  - Plasmids/metabolism
MH  - Porphyrins/*chemistry
MH  - Protein Binding
MH  - Temperature
EDAT- 2008/09/17 09:00
MHDA- 2008/12/20 09:00
CRDT- 2008/09/17 09:00
PHST- 2008/06/04 00:00 [received]
PHST- 2008/07/24 00:00 [revised]
PHST- 2008/08/03 00:00 [accepted]
PHST- 2008/09/17 09:00 [pubmed]
PHST- 2008/12/20 09:00 [medline]
PHST- 2008/09/17 09:00 [entrez]
AID - S0045-2068(08)00051-5 [pii]
AID - 10.1016/j.bioorg.2008.08.002 [doi]
PST - ppublish
SO  - Bioorg Chem. 2008 Dec;36(6):278-87. doi: 10.1016/j.bioorg.2008.08.002. Epub 2008 
      Sep 14.