5-Hydroxymethylcytosine

5-Hydroxymethylcytosine (5hmC) is an oxidized forms of 5-methylcytosine (5mC) in mammalian DNA. 5-Hydroxymethylcytosine is produced from 5mC in an enzymatic pathway involving three 5mC oxidases, Ten-eleven translocation (TET) 1, TET2, and TET3. The conversion of 5mC into 5hmC can be the first step in a pathway leading towards DNA demethylation. 5-Hydroxymethylcytosine is associated with gene transcription and frequently used as a mark to investigate dynamic DNA methylation conversion during mammalian development. 5-Hydroxymethylcytosine can be used for the study of non-small cell lung cancer (NSCLC), neurodegenerative diseases (Alzheimer’s, Parkinson’s) and hematological malignancies (acute myeloid leukemia, myelodysplastic syndromes) [1][2].

Product Specifications

CAS Number

[1123-95-1]

Product Name Alternative

5hmC

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer; Metabolic Disease; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/5-hydroxymethylcytosine.html

Purity

99.91

Solubility

DMSO : 6.25 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C1N=CC(CO)=C(N1)N

Molecular Formula

C5H7N3O2

Molecular Weight

141.13

Precautions

H302, H315, H319, H335

References & Citations

[1]Gerd P Pfeifer, et al. 5-hydroxymethylcytosine and its potential roles in development and cancer. Epigenetics Chromatin. 2013 May 1;6 (1) :10. |[2]Xiao-Long Cui, et al. A human tissue map of 5-hydroxymethylcytosines exhibits tissue specificity through gene and enhancer modulation. Nat Commun. 2020 Dec 2;11 (1) :6161. |[3]Zheng K, et al. 5-Hydroxymethylcytosine: Far Beyond the Intermediate of DNA Demethylation. Int J Mol Sci. 2024 Nov 2;25 (21) :11780.