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@article{1131050,
author = {Renčiuk, Daniel and Blacque, Olivier and Vorlíčková, Michaela and Spingler, Bernhard},
article_location = {Oxford},
article_number = {21},
doi = {http://dx.doi.org/10.1093/nar/gkt738},
keywords = {NUCLEIC-ACID STRUCTURES; CIRCULAR-DICHROISM; DEOXYRIBONUCLEIC-ACID; ATOMIC-RESOLUTION; PROTEIN CRYSTALS; BINDING-SITES; MAMMALIAN DNA; CRYSTALLIZATION; PARAMETERS; SOFTWARE},
language = {eng},
issn = {0305-1048},
journal = {Nucleic Acids Research},
title = {Crystal structures of B-DNA dodecamer containing the epigenetic modifications 5-hydroxymethylcytosine or 5-methylcytosine},
url = {http://nar.oxfordjournals.org/content/early/2013/08/20/nar.gkt738.full.pdf+html},
volume = {41},
year = {2013}
}
TY - JOUR
ID - 1131050
AU - Renčiuk, Daniel - Blacque, Olivier - Vorlíčková, Michaela - Spingler, Bernhard
PY - 2013
TI - Crystal structures of B-DNA dodecamer containing the epigenetic modifications 5-hydroxymethylcytosine or 5-methylcytosine
JF - Nucleic Acids Research
VL - 41
IS - 21
SP - 9891-9900
EP - 9891-9900
PB - Oxford University Press
SN - 03051048
KW - NUCLEIC-ACID STRUCTURES
KW - CIRCULAR-DICHROISM
KW - DEOXYRIBONUCLEIC-ACID
KW - ATOMIC-RESOLUTION
KW - PROTEIN CRYSTALS
KW - BINDING-SITES
KW - MAMMALIAN DNA
KW - CRYSTALLIZATION
KW - PARAMETERS
KW - SOFTWARE
UR - http://nar.oxfordjournals.org/content/early/2013/08/20/nar.gkt738.full.pdf+html
L2 - http://nar.oxfordjournals.org/content/early/2013/08/20/nar.gkt738.full.pdf+html
N2 - 5-Hydroxymethylcytosine (5-hmC) was recently identified as a relatively frequent base in eukaryotic genomes. Its physiological function is still unclear, but it is supposed to serve as an intermediate in DNA de novo demethylation. Using X-ray diffraction, we solved five structures of four variants of the d(CGCG AATTCGCG) dodecamer, containing either 5-hmC or 5-methylcytosine (5-mC) at position 3 or at position 9. The observed resolutions were between 1.42 and 1.99A. Cytosine modification in all cases influences neither the whole B-DNA double helix structure nor the modified base pair geometry. The additional hydroxyl group of 5-hmC with rotational freedom along the C5-C5A bond is preferentially oriented in the 30 direction. A comparison of thermodynamic properties of the dodecamers shows no effect of 5- mC modification and a sequence-dependent only slight destabilizing effect of 5-hmC modification. Also taking into account the results of a previous functional study /Munzel et al. (2011)(Improved synthesis and mutagenicity of oligonucleotides containing 5-hydroxymethylcytosine, 5-formylcytosine and 5-carboxylcytosine. Chem. Eur. J., 17, 13782-13788)/, we conclude that the 5 position of cytosine is an ideal place to encode epigenetic information. Like this, neither the helical structure nor the thermodynamics are changed, and polymerases cannot distinguish 5- hmC and 5-mC from unmodified cytosine, all these effects are making the former ones non-mutagenic.
ER -
RENČIUK, Daniel, Olivier BLACQUE, Michaela VORLÍČKOVÁ a Bernhard SPINGLER. Crystal structures of B-DNA dodecamer containing the epigenetic modifications 5-hydroxymethylcytosine or 5-methylcytosine. \textit{Nucleic Acids Research}. Oxford: Oxford University Press, 2013, roč.~41, č.~21, s.~9891-9900. ISSN~0305-1048. doi:10.1093/nar/gkt738.
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