7226-77-9

Usage

Uses

Used in Epigenetic Research:
5-Hydroxymethyldeoxycytidine monophosphate is used as a research tool for studying DNA methylation and hydroxymethylation patterns, which are essential for understanding gene regulation and their implications in various diseases.
Used in Diagnostic Applications:
In the Diagnostic Industry, 5-hydroxymethyldeoxycytidine monophosphate is used as a biomarker for detecting and quantifying DNA hydroxymethylation levels, aiding in the diagnosis and prognosis of certain diseases and conditions.
Used in Drug Development:
In the Pharmaceutical Industry, 5-hydroxymethyldeoxycytidine monophosphate is utilized in the development of drugs targeting DNA methylation and hydroxymethylation, potentially leading to therapies for diseases associated with epigenetic alterations.
Used in Forensic Analysis:
In the Forensic Science Industry, 5-hydroxymethyldeoxycytidine monophosphate can be employed as a molecular marker for DNA analysis, helping in the identification and differentiation of biological samples.

Upstream product

• 838-07-3 5-methyldeoxycytidine 

Downstream Products

• 1123-95-1 5-hydroxymethylcytosine 
• 3650-93-9 5-carboxylcytosine 
• 137017-45-9 5-formyl-2′-deoxycytidine 
• 951-78-0 2'-deoxyuridine 
• 951-77-9 2'-Deoxycytidine 
• 4494-26-2 5-formyl-2'-deoxyuridine 
• 5116-24-5 2'-deoxy-5-(hydroxymethyl)uridine 

Relevant academic research and scientific papers

Biomimetic Iron Complex Achieves TET Enzyme Reactivity**

The epigenetic marker 5-methyl-2′-deoxycytidine (5mdC) is the most prevalent modification to DNA. It is removed inter alia via an active demethylation pathway: oxidation by Ten-Eleven Translocation 5-methyl cytosine dioxygenase (TET) and subsequent removal via base excision repair or direct demodification. Recently, we have shown that the synthetic iron(IV)-oxo complex [FeIV(O)(Py5Me2H)]2+ (1) can serve as a biomimetic model for TET by oxidizing the nucleobase 5-methyl cytosine (5mC) to its natural metabolites. In this work, we demonstrate that nucleosides and even short oligonucleotide strands can also serve as substrates, using a range of HPLC and MS techniques. We found that the 5-position of 5mC is oxidized preferably by 1, with side reactions occurring only at the strand ends of the used oligonucleotides. A detailed study of the reactivity of 1 towards nucleosides confirms our results; that oxidation of the anomeric center (1′) is the most common side reaction.

Oxidation of nucleic acid related compounds by the peroxodisulfate ion

The treatment of nucleic acid bases, nucleosides, and nucleotides with peroxodisulfate ion in a phosphate buffer solution at pH 7.0 or water at 70-75°C was investigated. The reaction of thymine and 5-methylcytosine nucleosides and nucleotides resulted in the oxidation of the 5-methyl groups. The oxidation products from 1,3-dimethyluracils and the time-course of the reaction of uracils led to two plausible reaction mechanisms for the oxidation of uracils.

Oxidation of Cytosine and 5-Methylcytosine Nucleosides and 5-Methyl-2'-deoxycytidine 5'-Monophosphate with Peroxosulfate Ions

Reaction of 5-methylcytosine nucleosides and nucleotide with Na2S2O8 resulted in an oxidation of the 5-methyl group, while treatment of them and cytosine nucleosides with KHSO5 gave the corresponding N3-oxides.