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Chemical Compound Review:

SureCN26506 4-amino-5-(hydroxymethyl)-3H- pyrimidin-2-one

Synonyms: SureCN30092, AG-D-31632, AG-K-67692, SureCN2493947, CHEBI:76792, ...

Ceglowski, P. et al., Ignashov, V.G., Baltz, R.H. et al., Boorstein, R.J. et al., Cannon, S.V. et al., et al.

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Disease relevance of NSC 27368

G-C leads to A-T transitions are induced by heat, and arise from the deamination of cytosine (5-hydroxymethylcytosine in the case of bacteriophage T4) generating uracil [1].
T-even coliphages have 5-hydroxymethylcytosine in their DNA instead of cytosine [2].
The greatest inhibiting activity is possessed by antiserum for T4 phage DNA irradiated with UV light, which contains antibodies not only against glucosylated 5-hydroxymethylcytosine, but also against the usual nitrogen bases [3].

High impact information on NSC 27368

These results indicate that as in transformation of Bacillus subtilis, the presence of glucose attached to 5-hydroxymethylcytosine in phage T6 DNA considerably decreases the interaction of such DNA with competent cells of the Challis strain [4].
The enzymatic release of 5-hydroxymethylcytosine from T2 bacteriophage DNA was effected by an extract of calf thymus [5].
Formation of 5-hydroxymethylcytosine-containing pyrimidine dimers in UV-irradiated bacteriophage T4 DNA [6].

Associations of NSC 27368 with other chemical compounds

It is also the product of the deamination of 5-hydroxymethylcytosine (HmCyt) which may be formed via oxidation of 5-methylcytosine (MeCyt) [7].

References

Heat mutagenesis in bacteriophage T4: the transition pathway. Baltz, R.H., Bingham, P.M., Drake, J.W. Proc. Natl. Acad. Sci. U.S.A. (1976) [Pubmed]
A gene of bacteriophage T4 whose product prevents true late transcription on cytosine-containing T4 DNA. Snyder, L., Gold, L., Kutter, E. Proc. Natl. Acad. Sci. U.S.A. (1976) [Pubmed]
Influence of antibodies against DNA on the renaturation of DNA. Ignashov, V.G. Mol. Biol. (Mosk.) (1976) [Pubmed]
Competitive inhibition of transformation in group H Streptococcus strain Challis by heterologous deoxyribonucleic acid. Ceglowski, P., Fuchs, P.G., Soltyk, A. J. Bacteriol. (1975) [Pubmed]
5-Hydroxymethylcytosine DNA glycosylase activity in mammalian tissue. Cannon, S.V., Cummings, A., Teebor, G.W. Biochem. Biophys. Res. Commun. (1988) [Pubmed]
Formation of 5-hydroxymethylcytosine-containing pyrimidine dimers in UV-irradiated bacteriophage T4 DNA. Childs, J.D., Ellison, M.J., Pilon, R. Photochem. Photobiol. (1983) [Pubmed]
Phylogenetic evidence of a role for 5-hydroxymethyluracil-DNA glycosylase in the maintenance of 5-methylcytosine in DNA. Boorstein, R.J., Chiu, L.N., Teebor, G.W. Nucleic Acids Res. (1989) [Pubmed]

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