Cas no 38966-21-1 (aphidicolin)

Aphidicolin is a tetracyclic diterpenoid antibiotic derived from Cephalosporium aphidicola. It is a potent and reversible inhibitor of eukaryotic DNA polymerase α, δ, and ε, effectively halting DNA replication in eukaryotic cells. This specificity makes it a valuable tool in cell cycle research, particularly for synchronizing cells at the G1/S phase boundary. Aphidicolin is widely used in molecular biology and cytogenetics to study DNA synthesis, replication stress, and checkpoint mechanisms. Its high selectivity for eukaryotic polymerases, with minimal effects on prokaryotic or mitochondrial DNA polymerases, ensures precise experimental outcomes. The compound is typically supplied in a purified form, ensuring reliability for in vitro and cell-based applications.
aphidicolin structure
aphidicolin structure
Product Name:aphidicolin
CAS No:38966-21-1
MF:C20H34O4
MW:338.481566905975
CID:6798339
Update Time:2025-12-16

aphidicolin Chemical and Physical Properties

Names and Identifiers

    • aphidicolin
    • Inchi: 1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13?,14?,15?,16-,17+,18+,19+,20+/m1/s1
    • InChI Key: NOFOAYPPHIUXJR-QGMIBUKBSA-N
    • SMILES: C[C@@]1(C2CCC3[C@@]4(CC[C@@](CO)(O)C(C4)C3)[C@@]2(C)CC[C@H]1O)CO

aphidicolin Pricemore >>

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Additional information on aphidicolin

Introduction to Aphidicolin (CAS No. 38966-21-1)

Aphidicolin, a naturally occurring antibiotic and nucleoside analog, is chemically designated as 9-[(2-hydroxy-5-methyl-4H-pyrimidinyl)methyl]-6-(4-hydroxymethyl-2-methoxyphenyl)-9H-purin-2-one. This compound is identified by its unique chemical structure and has garnered significant attention in the field of chemotherapy and biomedical research due to its potent biological activities. With a CAS number of 38966-21-1, Aphidicolin is widely recognized for its role as an antiviral agent and its potential applications in the development of novel therapeutic strategies.

The discovery of Aphidicolin dates back to the mid-20th century when it was first isolated from the culture broth of *Streptomyces hygroscopicus*. Since then, extensive research has been conducted to elucidate its mechanism of action, chemical properties, and pharmacological effects. The compound belongs to the class of nucleoside analogs, which are synthetic or modified nucleoside derivatives that mimic the natural nucleosides involved in DNA and RNA synthesis. This structural similarity allows Aphidicolin to interfere with vital cellular processes, particularly those related to viral replication and cell division.

One of the most notable characteristics of Aphidicolin is its high affinity for inhibiting the enzyme DNA polymerase I. This enzyme is crucial for DNA replication in both prokaryotic and eukaryotic cells. By binding to DNA polymerase I, Aphidicolin effectively blocks the elongation of DNA strands, thereby preventing viral replication and cell proliferation. This mechanism has made it a valuable compound in the development of antiviral drugs, particularly against viruses that rely heavily on DNA polymerase for their life cycle.

Recent advancements in drug discovery and molecular biology have further highlighted the potential of Aphidicolin in addressing various therapeutic challenges. Studies have demonstrated its efficacy against a range of viruses, including herpesviruses and papillomaviruses. Moreover, research has explored its applications in treating certain types of cancer by inhibiting tumor cell proliferation. The compound's ability to selectively target rapidly dividing cells makes it a promising candidate for chemotherapy regimens.

In addition to its antiviral and anticancer properties, Aphidicolin has also been investigated for its potential role in regulating cellular processes such as apoptosis and autophagy. These processes are critical for maintaining cellular homeostasis and have been implicated in various diseases, including neurodegenerative disorders. Emerging research suggests that Aphidicolin may modulate these pathways, offering new insights into potential therapeutic interventions.

The chemical structure of Aphidicolin plays a pivotal role in determining its biological activity. Its unique arrangement of hydroxymethyl and methoxy groups contributes to its ability to interact with biological targets such as DNA polymerase I and other enzymes involved in nucleic acid metabolism. This structural complexity has also been leveraged in designing derivatives with enhanced pharmacological properties. For instance, modifications to the purine ring or the pyrimidine moiety have led to compounds with improved solubility, bioavailability, and reduced toxicity.

From a synthetic chemistry perspective, Aphidicolin serves as an excellent scaffold for developing novel therapeutic agents. The availability of synthetic routes allows researchers to modify various functional groups while retaining the core structure responsible for biological activity. This flexibility has enabled the creation of a library of derivatives with tailored properties, facilitating high-throughput screening for new drug candidates.

The pharmacokinetic profile of Aphidicolin is another critical aspect that influences its clinical applicability. Studies have shown that it exhibits moderate oral bioavailability but may require parenteral administration for optimal therapeutic effects. Understanding these pharmacokinetic parameters is essential for designing effective dosing regimens and minimizing potential side effects.

In conclusion, Aphidicolin (CAS No. 38966-21-1) is a multifaceted compound with significant implications in antiviral therapy, cancer research, and broader biomedical applications. Its unique chemical structure, potent biological activities, and well-documented mechanisms make it a cornerstone in the development of novel therapeutic strategies. As research continues to uncover new aspects of its pharmacology and potential applications, Aphidicolin remains a subject of intense interest among scientists and clinicians alike.

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