Reaction of malonaldehyde with nucleic acid. II. Formation of fluorescent pyrimido(1,2-a)purin-10(3H)-one mononucleotide.

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概要

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• The reaction of malonaldehyde under acidic conditions (pH 4.5) with guanosine 5′-monophosphate resulted in the formation of fluorescent 3-(β-D-ribofuranosyl)pyrimido[1,2-<I>a</I>]purin-10(3<I>H</I>)-one 5′-phosphate (<B>3a</B>). This adduct was also isolated from malonaldehyde-reacted RNA. The amount of <B>3a</B> in the modified RNA was estimated to be 0.4 per cent by weight. The fluorescence spectrum of <B>3a</B> (<I>E</I><SUB>x</SUB> max. 360 nm, <I>E</I><SUB>m</SUB> max. 500 nm) was similar to that of guanine- and guanosine-malonaldehyde adducts which have the same type base structure. On the other hand, another type of fluorophore (<I>E</I><SUB>x</SUB> max. 390 nm, <I>E</I><SUB>m</SUB> max. 460 nm) was also formed in the reaction of malonaldehyde with a nucleic acid polymer. Thus, at least two different types of fluorophores are present in malonaldehyde-reacted nucleic acid.

• 公益社団法人 日本化学会の論文

著者

• Seto Hiroshi

  Tokyo Metropolitan Research Laboratory Of Public Health

• Takesue Tomoyuki

  College of Science and Technology, Nihon University

• Ikemura Tadashi

  College of Science and Technology, Nihon University

関連論文

• Hydroxylation of Deoxyguanosine at the C-8 Position in the Thiosulfate-Hydrogen Peroxide Reaction System. Evidence of Hydroxyl Radical Generation in the System
• Reaction of Malonaldehyde with Adenosine. Formation of a Novel Adduct Containing a Dioxazatricycloundecene Residue in the Base-pairing Region
• Negative Chemical Ionization Mass Spectrometry of Nucleosides
• Reaction of malonaldehyde with nucleic acid. I. Formation of fluorescent pyrimido(1,2-a)purin-10(3H)-one nucleosides.
• Reaction of malonaldehyde with nucleic acid. II. Formation of fluorescent pyrimido(1,2-a)purin-10(3H)-one mononucleotide.

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