62374-22-5

Usage

Uses

Used in Medicinal Chemistry:
(6-amino-2-oxo-1,2-dihydropyrimidin-5-yl)methanesulfonic acid is used as a building block for the synthesis of various pharmaceutical compounds. Its presence in the molecular structure allows for the development of new drugs with potential therapeutic applications.
Used in Drug Synthesis:
(6-amino-2-oxo-1,2-dihydropyrimidin-5-yl)methanesulfonic acid is used as a key component in the synthesis of new drugs. Its unique structure and properties contribute to the creation of innovative pharmaceutical compounds with potential applications in treating various diseases.
Used in Organic Chemistry Research:
(6-amino-2-oxo-1,2-dihydropyrimidin-5-yl)methanesulfonic acid is used as a valuable tool for research in organic chemistry. Its unique structure and properties provide insights into the development of new synthetic methods and the study of chemical reactions.
Used in Drug Discovery:
(6-amino-2-oxo-1,2-dihydropyrimidin-5-yl)methanesulfonic acid is used in the development of new drugs for the treatment of various diseases. Its potential applications in medicinal chemistry make it a promising candidate for drug discovery and the advancement of pharmaceutical research.

Upstream product

• 1123-95-1 5-hydroxymethylcytosine 
• 10593-29-0 sodium 1-thio-β-D-glucopyranoside 
• 70-18-8 glutathion 

Relevant academic research and scientific papers

Genome-wide mapping of 5-hydroxymethylcytosine in embryonic stem cells

5-hydroxymethylcytosine (5hmC) is a modified base present at low levels in diverse cell types in mammals. 5hmC is generated by the TET family of Fe(II) and 2-oxoglutarate-dependent enzymes through oxidation of 5-methylcytosine (5mC). 5hmC and TET proteins have been implicated in stem cell biology and cancer, but information on the genome-wide distribution of 5hmC is limited. Here we describe two novel and specific approaches to profile the genomic localization of 5hmC. The first approach, termed GLIB (glucosylation, periodate oxidation, biotinylation) uses a combination of enzymatic and chemical steps to isolate DNA fragments containing as few as a single 5hmC. The second approach involves conversion of 5hmC to cytosine 5-methylenesulphonate (CMS) by treatment of genomic DNA with sodium bisulphite, followed by immunoprecipitation of CMS-containing DNA with a specific antiserum to CMS. High-throughput sequencing of 5hmC-containing DNA from mouse embryonic stem (ES) cells showed strong enrichment within exons and near transcriptional start sites. 5hmC was especially enriched at the start sites of genes whose promoters bear dual histone 3 lysine 27 trimethylation (H3K27me3) and histone 3 lysine 4 trimethylation (H3K4me3) marks. Our results indicate that 5hmC has a probable role in transcriptional regulation, and suggest a model in which 5hmC contributes to the poised chromatin signature found at developmentally-regulated genes in ES cells.

Reaction of bisulfite with the 5-hydroxymethyl group in pyrimidines and in phage DNAs.

5-Hydroxymethylcytosine reacted with bisulfite and, instead of undergoing usual deamination process, gave cytosine 5-methylenesulfonate as the product. The conversion was rapid and quantitative, and the optimum pH was 4.5. The product was isolated as crystals and characterized. Cytosine 5-methylenesulfonate was only very slowly deaminated by treatment with bisulfite. 5-Hydroxymethyl-2'-deoxycytidine 5'-phosphate reacted with bisulfite in the same way as 5-hydroxymethylcytosine. Residues of 5-hydroxymethylcytosine in native as well as denatured T2 DNA were convertible to those of cytosine 5-methylenesulfonate by treatment of the DNA with bisulfite. While it is known that the 5-hydroxy-methyl groups of T-even bacteriophage DNA can be enzymatically glucosylated, this observation offers chemical evidence that the 5-hydrozymethyl groups in DNA are situated in such a way that they can readily react with external agents. 5-Hydroxymethyluracil gave uracil 5-methylenesulfonate on treatment with bisulfite. This reaction was much slower than that of 5-hydroxymethylcytosine, and the optimum pH was between 6 and 7.

Single-molecule detection of 5-hydroxymethylcytosine in DNA through chemical modification and nanopore analysis

DNA threading the needle: A new method of single-molecule detection of 5-hydroxymethylcytosine (5hmC) in DNA has been developed. Selective thiol substitution of 5hmC (giving SMC) in a single-step, bisulfite-mediated reaction (see scheme) allows the incorporation of a peptide (yellow sphere) or biotin into DNA. Modified 5hmC bases can be readily distinguished at the single-molecule level using protein nanopore analysis. Copyright