Combining Wittig Olefination with Photoassisted Domino Reaction To Distinguish 5-Formylcytosine from 5-Formyluracil
نویسندگان
چکیده
منابع مشابه
Tet proteins can convert 5-methylcytosine to 5-formylcytosine and 5-carboxylcytosine.
5-methylcytosine (5mC) in DNA plays an important role in gene expression, genomic imprinting, and suppression of transposable elements. 5mC can be converted to 5-hydroxymethylcytosine (5hmC) by the Tet (ten eleven translocation) proteins. Here, we show that, in addition to 5hmC, the Tet proteins can generate 5-formylcytosine (5fC) and 5-carboxylcytosine (5caC) from 5mC in an enzymatic activity-...
متن کامل5-Formyluracil-induced perturbations of DNA function.
Oxidation of the thymine methyl group can generate 5-formyluracil (FoU), which is known to be both mutagenic and chemically unstable in DNA. Synthetic oligonucleotides containing FoU at defined sites have been prepared to investigate potential mechanisms by which FoU might perturb DNA function. The half-life of the glycosidic bond of an FoU residue in single-stranded DNA under physiological con...
متن کاملThe enzymatic conversion of 5-formyluracil to uracil 5-carboxylic acid.
Fink and Fink (1) have shown that Neurospora crassa mycelia convert thymidine to the uracil and cytdsine of RNA without fragmentation of the pyrimidine ring. A cell-free system from Neurospora catalyzes several reactions which appear (l-3) to be involved in this pathway effecting the removal of the methyl group of thymidine. These reactions are the conversions of thymidine to thymine ribonucleo...
متن کاملA TET Homologue Protein from Coprinopsis cinerea (CcTET) That Biochemically Converts 5-Methylcytosine to 5-Hydroxymethylcytosine, 5-Formylcytosine, and 5-Carboxylcytosine
DNA methylation (5-methylcytosine, 5mC) plays critical biological functions in mammals and plants as a vital epigenetic marker. The Ten-Eleven translocation dioxygenases (TET1, 2, and 3) have been found to oxidize 5mC to 5-hydroxymethylcytosine (5hmC) and then to 5-formylcytosine (5fC) and 5-carboxylcytosine (5caC) in mammalian cells. We report herein three mushroom TET homologues from Coprinop...
متن کاملTissue-Specific Differences in DNA Modifications (5-Hydroxymethylcytosine, 5-Formylcytosine, 5-Carboxylcytosine and 5-Hydroxymethyluracil) and Their Interrelationships
BACKGROUND Replication-independent active/enzymatic demethylation may be an important process in the functioning of somatic cells. The most plausible mechanisms of active 5-methylcytosine demethylation, leading to activation of previously silenced genes, involve ten-eleven translocation (TET) proteins that participate in oxidation of 5-methylcytosine to 5-hydroxymethylcytosine which can be furt...
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ژورنال
عنوان ژورنال: Analytical Chemistry
سال: 2019
ISSN: 0003-2700,1520-6882
DOI: 10.1021/acs.analchem.9b02499