title: The reaction of cytosine with bisulfite by base flipping from the duplex.
abstract: Methylation of cytosine at the C5-position in DNA plays a major role in epigenetic gene control. The detection of 5-methylcytosine was designed with the base flipping from the duplex using NC and CGG/CGG triad. Using bisulfite and hydroxylamine, the reaction of cytosine in 11-mer duplex produced the adduct of bisulfite and hydroxylamine, which was isolated by HPLC and identified by MALDI-TOF MS. The duplex containing (5m)C in (5m)CGG/(5m)CGG did not react with bisulfite and hydroxylamine under the same conditions. Further this method enables cytosine adjacent to mismatch guanine to react with bisulfite and hydroxylamine selectively.
authors.affiliation: Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki 567-0047, Japan.
authors.forename: Yoshimi
authors.initials: Y
authors.lastname: Oka
authors.forename: Tao
authors.initials: T
authors.lastname: Peng
authors.forename: Fumie
authors.initials: F
authors.lastname: Takei
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Nakatani
mesh_terms: D044503:5-Methylcytosine / Q000032:analysis*; D020137:Base Pair Mismatch; D002219:Carbamates / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003596:Cytosine / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D019811:Hydroxylamine / Q000737:chemistry; D009287:Naphthyridines / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013447:Sulfites / Q000737:chemistry*
chemical_list: D002219:Carbamates; D009287:Naphthyridines; D013447:Sulfites; D019811:Hydroxylamine; D044503:5-Methylcytosine; D003596:Cytosine; D004247:DNA; C042345:hydrogen sulfite