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• Solvents and Organic Chemicals Organic Compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleotides Pyrimidine deoxyribonucleotides Pyrimidine deoxyribonucleoside monophosphates
• Solvents and Organic Chemicals Organic Compounds Acids/Esters
• Other Chemical Reagents

2'-Deoxyuridine 5'-Monophosphate Disodium Salt (CAS No. 42155-08-8)

2'-Deoxyuridine 5'-monophosphate disodium salt, also known as dUMP sodium salt, is a nucleotide analog with the CAS registry number 42155-08-8. This compound is a derivative of uridine, where the hydroxyl group at the 2' position of the ribose sugar has been replaced by a hydrogen atom, making it a deoxyribonucleotide. The monophosphate group attached to the sugar moiety and the disodium counterion make this compound a stable and bioavailable form for various applications in molecular biology and pharmacology.

The chemical structure of 2'-Deoxyuridine 5'-monophosphate disodium salt consists of a uracil base, a deoxyribose sugar, and a monophosphate group. The uracil base is a heterocyclic aromatic compound with two double bonds, while the deoxyribose sugar is a five-carbon sugar with one less oxygen atom compared to ribose. The monophosphate group is attached to the hydroxyl group at the 5' position of the sugar, forming a phosphodiester bond. The disodium salt form ensures that the compound is soluble in aqueous solutions, making it suitable for use in various biochemical assays and drug delivery systems.

Recent studies have highlighted the importance of dUMP in nucleic acid metabolism and its potential role in therapeutic applications. For instance, researchers have explored its use as an antiviral agent due to its ability to inhibit viral replication by incorporating into viral DNA and causing chain termination. Additionally, dUMP has been investigated as a radiosensitizer in cancer therapy, enhancing the efficacy of radiation treatment by impairing DNA repair mechanisms in cancer cells.

The synthesis of 2'-Deoxyuridine 5'-monophosphate disodium salt involves several steps, including nucleoside phosphorylation and ion exchange to obtain the sodium salt form. The process typically starts with the isolation or synthesis of deoxyuridine, followed by enzymatic or chemical phosphorylation to attach the monophosphate group. The final step involves neutralization with sodium hydroxide to form the disodium salt, ensuring optimal solubility and stability for downstream applications.

In terms of biological activity, dUMP has been shown to exhibit potent antiviral properties against various RNA and DNA viruses. For example, studies have demonstrated its effectiveness against herpes simplex virus (HSV), human immunodeficiency virus (HIV), and hepatitis B virus (HBV). The mechanism of action involves competitive inhibition of viral polymerases, leading to reduced viral replication and prolonged survival in infected cells.

Beyond its antiviral potential, dUMP has also been explored as a chemotherapeutic agent in cancer treatment. By incorporating into DNA during replication, it causes DNA damage and triggers apoptosis in rapidly dividing cancer cells. Recent advancements in nanotechnology have enabled the development of targeted delivery systems for dUMP, improving its bioavailability and reducing systemic toxicity.

The application of 2'-Deoxyuridine 5'-monophosphate disodium salt extends beyond therapeutics into diagnostics and research tools. It is widely used as a substrate in nucleic acid sequencing technologies, such as next-generation sequencing (NGS), where it serves as a building block for synthesizing complementary DNA (cDNA). Furthermore, it plays a critical role in studying nucleotide metabolism disorders, such as Lesch-Nyhan syndrome, where impaired purine salvage pathways lead to neurological deficits.

In conclusion, 2'-Deoxyuridine 5'-monophosphate disodium salt (CAS No. 42155-08-8) is a versatile compound with significant implications in virology, oncology, and molecular biology. Its unique chemical properties and biological activity make it an invaluable tool for advancing our understanding of nucleic acid metabolism and developing novel therapeutic strategies against infectious diseases and cancer.

• 7545-48-4(5'-Uridylic acid, disodium salt)
• 27416-86-0(5'-Uridylic acid,homopolymer)
• 27732-39-4(2,4(1H,3H)-Pyrimidinedione, 1-(5-phosphono-β-D-arabinofuranosyl)-, homopolymer (9CI))
• 58-97-9(Uridine 5'-Monophosphate)
• 68982-99-0(5'-Uridylic acid, 2'-deoxy-, sodium salt)
• 117605-34-2(5'-Uridylic acid,2',3'-dideoxy-)
• 28086-43-3([5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid)
• 90015-87-5(5'-Uridylic acid, 2'-deoxy-6-(methylamino)-)
• 3106-18-1(5'-Uridylic acid, monosodium salt)
• 61240-12-8(5'-Uridylic acid, 2'-deoxy-, monosodium salt)