Nucleic Acids Research, Vol 27, Issue 19 3931-3937, Copyright © 1999 by Oxford University Press
A Bibillo, M Figlerowicz and R Kierzek
Single-stranded oligoribonucleotides containing UA and CA phosphodiester
bonds can be hydrolyzed specifically under non-enzymatic conditions in the
presence of spermidine, a biogenic amine found in a wide variety of
organisms. In the present study, the rate of oligonucleotide and
tRNA(i)(Met)hydrolysis was measured in the presence of spermidine and other
biogenic amines. It was found that spermine
[H(3)N(+)(CH(2))(3)(+)NH(2)(CH(2))(4)(+)NH(2)(CH(2))(3)(+)NH(3)] and
putrescine [H(3)N(+)(CH(2))(4)(+)NH(3)] can replace spermidine
[H(3)N(+)-(CH(2))(4)(+)NH(2)(CH(2))(3)(+)NH(3)] to induce the hydrolysis.
For all three polyamines, a bell-shaped cleavage rate versus concentration
relationship was observed. The maximum rate of hydrolysis was achieved at
0.1, 1.0 and 10 mM spermine, spermidine and putrescine, respectively.
Moreover, we found that the hydrolysis requires at least two linked amino
groups since two aminoalcohols, 2- aminoethanol and 3-aminopropanol, were
not able to induce the cleavage of the phospho-diester bond. The optimal
cleavage rate of the oligo- ribonucleotides was observed when amino groups
were separated by tri- or tetramethylene linkers. The methylation of the
amino groups reduced the ability of diamines to induce oligoribonucleotide
hydrolysis. Non- enzymatic cleavage of tRNA(i)(Met)from Lupinus luteus and
tRNA(i)(Met)from Escherichia coli demonstrate that both RNAs hydrolyze as
expected from principles derived from oligoribonucleotide models.
ARTICLES
The non-enzymatic hydrolysis of oligoribonucleotides VI. The role of biogenic polyamines
The Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704 Poznan, Poland.
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