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Home  > Chemistry  > Heterocyclic Building Blocks  > Pyrimidines  > 5-Hydroxymethylcytosine

AD76509

1123-95-1 | 5-Hydroxymethylcytosine

Packsize Purity Availability Price Discounted Price    Quantity
100mg 95% in stock $69.00 $48.00 -   +
250mg 95% in stock $86.00 $60.00 -   +
1g 95% in stock $216.00 $151.00 -   +
5g 95% in stock $1,029.00 $720.00 -   +

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*All prices are in USD.

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Description
Catalog Number: AD76509
Chemical Name: 5-Hydroxymethylcytosine
CAS Number: 1123-95-1
Molecular Formula: C5H7N3O2
Molecular Weight: 141.128
MDL Number: MFCD00047369
SMILES: Nc1nc(=O)[nH]cc1CO
NSC Number: 27368

 

Computed Properties
Complexity: 219  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 10  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 3  
Rotatable Bond Count: 1  
XLogP3: -1.5  

 

 

Upstream Synthesis Route 
  • 5-Hydroxymethylcytosine, also known as 5hmC, is a modified form of the pyrimidine nucleobase cytosine found in DNA. It plays a crucial role in the epigenetic regulation of gene expression and has gained significant attention in the field of chemical synthesis.In chemical synthesis, 5-Hydroxymethylcytosine serves as a versatile building block for the creation of modified oligonucleotides and nucleic acids. Its unique structural properties, with a hydroxymethyl group attached to the fifth carbon of the cytosine ring, enable precise modification of DNA sequences.One key application of 5-Hydroxymethylcytosine in chemical synthesis is in the development of site-specific DNA modification techniques. By utilizing chemical reactions that target the hydroxymethyl group of 5hmC, researchers can selectively introduce desired functional groups or tags at specific genomic loci. This capability enables the site-specific labeling, detection, and manipulation of DNA, offering unprecedented control over genetic material.Moreover, 5-Hydroxymethylcytosine plays a critical role in the study of epigenetic mechanisms and gene regulation. Its presence in DNA can influence chromatin structure, gene expression patterns, and cellular differentiation processes. By incorporating 5hmC into synthetic DNA constructs, researchers can investigate the functional consequences of this epigenetic modification and unravel its impact on biological processes.Overall, the unique properties of 5-Hydroxymethylcytosine make it a valuable tool in chemical synthesis, enabling precise modifications of DNA sequences and advancing our understanding of epigenetic regulation and gene expression mechanisms.
Literature
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