The steady-state (254 nm) photolysis of 9-(beta-D-erythropentofuranosyl)adenine (adenosine) in aqueous solution was studied. Photodestruction yields on the order of 1.3 x 10(-3) were determined at room temperature by measuring the initial decrease in the absorption maximum as a function of irradiation time. The use of high performance liquid chromatography (HPLC) permitted a more exact determination of the yield (2.5 x 10(-3). The formation of photoproducts was also studied using HPLC. In the photolysis of 50 microM aqueous solutions of adenosine under anaerobic conditions at least 11 stable photoproducts are formed that absorb at 260 nm, the wavelength of maximum absorption of adenosine. The major photoproduct was also isolated and characterized as adenine; its formation yield was determined to be 4.5 x 10(-4). This yield is affected by the presence of oxygen and by the initial concentration of adenosine employed. Fluorescence emission and excitation spectra were used to monitor the formation of highly fluorescent photoproducts that emit with maxima at 365, 398, and 430 nm and absorb in the wavelength region of 240-380 nm. The reactive species in the photodestruction mechanism were established using substrates that react selectively with the respective short-lived species. Photoionization is a primary photoprocess implied by these studies. The triplet state of adenosine also contributes to the photodestruction mechanism.

The photochemistry of adenosine : intermediates contributing to its photodegradation mechanism in aqueous solution at 298 K and characterization of the major product

The photophysics of purinic compounds (purine, 6-methylpurine, 6-aminopurine [adenine], 6-chloropurine, 6-methoxypurine) and theophylline in acetonitrile solution were studied by pulsed laser-induced optoacoustic spectroscopy (LIOAS) exciting at 266 nm. The effect of O2, Xe and MnCl2 on the photophysical behavior of these compounds was studied; as well, the formation quantum yield of purine and 6-methylpurine triplet states were determined, with phi T = 0.88 +/- 0.03 for both compounds. Multiphotonic and depletion processes were observed at high laser fluences. In order to explain this behavior, theoretical UV-visible absorption electronic spectra from both the S0 and S1 state have been calculated for purines and theophylline by using the semiempirical PM3 and ZINDO/S methods.

A photophysical study of purines and theophylline by using laser-induced optoacoustic spectroscopy.

The triplet state IR spectrum of matrix-isolated anthracene

Intermediates and quantum yields in the photolysis of guanine and its derivatives in neutral glasses at 77 K

Photophysical Properties of Organic Compounds

— The photodestruction of purine free base used as a model for the purine bases in DNA has been studied in order to better understand the effect of UV light on these molecules. Photodestruction yields have been determined in glassy aqueous solutions at 77 K and at room temperature at different pH's. The yield decreases in the order of 0.04, 0.01, 0.001 in 8 M NaOH, 8 M NaCIO4 and 6 M H3PO4, respectively, while at room temperature the highest destruction yield is 0.005 for the unbuffered neutral solution. These yields have been determined by measuring the initial decrease in the purine absorption maximum as a function of irradiation time. During the illumination stable photoproducts, as well as reactive intermediates, such as trapped electrons, radical anions and cations, are formed and have been characterized from their absorption spectra. The addition of triplet quenchers and an electron scavenger resulted in a decrease in the yield, implying the participation of the purine triplet state and a radical anion in the reactions leading to the photodestruction of purine.

STUDIES ON THE UV PHOTODESTRUCTION OF PURINE FREE BASE IN AQUEOUS SOLUTIONS AT 77 and 298K

— Since purine free base in aqueous solution exists in different ionic forms at different pHs and most of its photoreactions are likely to involve the triplet excited states of these different ionic forms, electron paramagnetic resonance studies (EPR) have been performed in order to determine intersystem crossing quantum yields and other characteristic parameters of the excited triplet state of these forms. Intersystem crossing yields decrease with a decrease in pH, being 0.62, 0.37 and 0.10 in 8 M NaOH, 8 M NaCIO4 and 6M H3P04 glasses, respectively. Differences in triplet decay lifetimes 3.4, 2.5 and 3.1 s, as well as in root mean-square zero-field splitting (ZFS) parameter, D*, (0,1304, 0.1512 and 0.1353 cm-1) are also observed for the anionic, neutral and cationic species of purine free base. The EPR signals of the triplet state of the neutral and anionic forms have been observed simultaneously in the pH range of7–10.

An epr study on the triplet state of purine free base in aqueous glasses at 77 k

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STUDIES ON THE UV PHOTODESTRUCTION OF PURINE FREE BASE IN AQUEOUS SOLUTIONS AT 77 and 298K

An epr study on the triplet state of purine free base in aqueous glasses at 77 k