Application Value of Cytosine Derivative

Cytosine is a pyrimidine heterocycle, which is one of the pyrimidine bases constituting nucleic acids. It is an important intermediate in pesticides, pharmaceuticals as well and fine chemicals. However, it has certain defects, such as poor lipid solubility, low bioavailability, certain toxic side effects, etc. Therefore, the development of new efficient and low-toxicity cytosine derivatives is of great significance. Some of the derivatives synthesized so far have produced good application value and social benefits. For example, in the field of biopesticides, cytosine derivatives have obvious inhibitory effects on diseases, insects, and grasses that affect the growth of crops. In the field of medicine, Other antiviral and anticancer cytosine derivative drugs have been synthesized using cytosine as an intermediate.

Nucleoside-based Cytosine Derivative Production Service at CD BioGlyco

CD BioGlyco has a pioneering research team and offers custom production of cytosine derivatives. We produce 6-azacytosine, 5-azacytidine, 6-methyl-5-azacytidine, 6-ethyl-5-azacytidine, 6-propyl-5-azacytidine, etc. The structures of each compound are confirmed by IR, ¹H NMR, ¹³C NMR, and HRMS.

Fig.1 Production process for cytosine derivative. (CD BioGlyco)

Cytosine derivatives are produced by various methods. Our one method is to convert uracil to 2,6-dichloropyrimidine, which is then decomposed into a mixture of chloropyrimidineamines. These chloropyrimidinamines are converted to a mixture of methoxypyrimidinamines by sodium methanol treatment. The isolated methoxypyrimidinamines are then acid hydrolyzed to cytosine to achieve separation of the desired components. Another route is the conversion of 2-thiouracil to dithiouracil followed by ammonolysis to 2-thiocytosine. Then it is heated with aqueous chloroacetic acid or in DMSO containing a small amount of sulfuric acid to produce cytosine and its derivatives. We modify cytosine in different directions such as C=C double bond, N-aromatization, selection of different catalysts, 1-position modification, etc. We also produce cytosine derivatives with new structures based on the produced derivatives. We provide the corresponding structural analysis data, including mass spectrometry (MS), NMR analysis, and high-performance liquid chromatography (HPLC), in addition to the products.

Currently, there are some shortcomings in the production of many cytosine derivatives, such as cumbersome routes, high cost of raw materials, low yields, etc. We also improve the production routes of different derivatives according to clients' requirements. We maximize the purity of the products and look for production routes with simple and easy-to-control operating, mild reaction conditions, and lower production costs.

Applications

• The process of cancer development involves multiple genes and pathways. Cytosine derivatives hold promise as potential targets for disease prevention.
• Constant changes in the environment surrounding DNA molecules in organisms produce various types of endogenous genotoxins. Cytosine derivatives are used to study DNA damage.
• Fluorescent labeling techniques are widely used in structural dynamics studies of nucleic acids and proteins due to their easy accessibility, high sensitivity, and selectivity. Cytosine derivative production techniques are used to produce fluorescent markers.

Highlights

• We have a dedicated R&D team and perfect structural analysis equipment, including MS, FTIR, HPLC, and so on. High yield and purity of products.
• Our optimized production method has short steps, stable quality, and high yield, which has practical application prospects.
• Epigenetic regulation mediates the interaction of genetic and environmental factors and regulates DNA expression mainly through complex interactions such as DNA methylation and demethylation. The production of cytosine derivatives helps to study its relevance to disease occurrence.

CD BioGlyco focuses on quality throughout the entire development and production process. Depending on the client's needs and the characteristics of the target product, we produce the target compound in the shortest possible time. In addition to cytosine derivatives, we also produce Cytosine Nucleotide. Please feel free to contact us for more information about cytosine derivative production.