Nucleic Acids Research, Vol 25, Issue 3 553-559, Copyright © 1997 by Oxford University Press
S Tardy-Planechaud, J Fujimoto, SS Lin and LC Sowers
Emerging data suggest an important role for cytosine methylation in
tumorigenesis. Simultaneously, recent studies indicate a significant
contribution of endogenous oxidative DNA damage to the development of human
disease. Oxidation of the 5-methyl group of 5-methylcytosine (5mC) residues
in DNA results in the formation of 5- (hydroxymethyl)cytosine (hmC). The
biological consequences ofhmC residues in vertebrate DNA are as yet
unknown; however, conversion of the hydrophobic methyl group to the
hydrophilic hydroxymethyl group may substantially alter the interaction of
sequence-specific binding proteins with DNA. Central to both biophysical
and biochemical studies on the potential consequences of specific DNA
damage products such as hmC are efficient methods for the synthesis of
oligodeoxynucleotides containing such modified bases at selected positions.
In this paper, we describe a method for the placement of hmC residues in
oligodeoxynucleotides using established phosphoramidite chemistry. In
addition, we have examined the influence of specific hmC residues on
enzymatic cleavage of oligodeoxynucleotides by the methylation- sensitive
restriction endonucleases MspI and HpaII.
ARTICLES
Solid phase synthesis and restriction endonuclease cleavage of oligodeoxynucleotides containing 5-(hydroxymethyl)-cytosine
Division of Pediatrics, City of Hope National Medical Center, 1500 E. Duarte Rd, Duarte, CA 91010, USA.
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