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Photohysical Properties of New Psoralen Derivatives:Psoralens Linked to Adenine through Polymethylene Chains
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  • Photohysical Properties of New Psoralen Derivatives:Psoralens Linked to Adenine through Polymethylene Chains
  • Photohysical Properties of New Psoralen Derivatives:Psoralens Linked to Adenine through Polymethylene Chains
저자명
Yoo. Dong-Jin,Park. Hyung-Du,Kim. Ae-Rhan,Rho. Young S.,Shim. Sang-Chul
간행물명
Bulletin of the Korean Chemical Society
권/호정보
2002년|23권 9호|pp.1315-1327 (13 pages)
발행정보
대한화학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
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기타언어초록

The model compounds, 8-methoxypsoralen-CH2O(CH2)n-adenine (MOPCH2OCnAd, n=2, 3, 5, 6, 8, and 10) in which 5 position of 8-methoxypsoralen (8-MOP) is linked by various lengths of polymethylene bridge to N9 of adenine. UV absorption spectra are identical with the sum of MOPCH2OC3 and adenine absorption spectra. Solvent effects on the UV absorption and fluorescence emission spectra indicate that the lowest excited singlet state is the $(pi${ ightarrow}$pi*)$</TEX> state. The spectral characteristics of the fluorescence of MOPCH2OCnAd are strongly dependent upon the nature of the solvents. The fluorescence emission spectra in aprotic solvents are broad and structureless due to the excimer formation through the folded conformation accelerated by hydrophobic ${pi}-{pi}$ stacking interaction. Increasing polarity of the protic solvents leads to higher population of unfolded conformation stabilized through favorable solvation and H-bonding, and consequently to an increase in the fluorescence intensity, fluorescence lifetime, and a shift of fluorescence maximum to longer wavelengths. The decay characteristics of the fluorescence in polar protic solvents shows two exponential decays with the lifetimes of 0.6-0.8 and 1.6-1.9 ns in 5% ethanol/water, while MOPCH2OC3 shows 0.5 and 1.7 ns fluorescence lifetimes. The long-lived component of fluorescence can be attributed to the relaxed species (i.e., the species for which the solvent reorientation (or relaxation) has