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Other Specialized Reagents

2-Fluoroadenine

Category:

Other Specialized Reagents

CAS NO:

700-49-2

Standard:

BP,USP,

Price Range:

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Main Sales Markets:

North America,Western Europe,Eastern Europe

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Shanghai Sunwise Chemical Co., Ltd.

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Basic Info

CAS Number

700-49-2

Pharmacopoeia

BP,USP

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Product Description

Pharmaceutical Raw Materials and Intermediates

AI Product Description

*The following content is generated by AI and is for reference only.

2-Fluoroadenine, chemically designated as 6-amino-9-(2-deoxy-beta-D-ribofuranosyl)-9H-purine with a fluorine substitution at the C2 position of the purine ring, is a specialized nucleobase analog primarily utilized in advanced biochemical research and pharmaceutical development. With the molecular formula C5H4FN5 and a CAS registry number of 3068-61-3, this compound serves as a critical building block for synthesizing modified nucleosides and oligonucleotides. Its unique structural configuration allows researchers to investigate the effects of halogenation on base pairing stability, enzymatic recognition, and metabolic pathways within biological systems. In the realm of medicinal chemistry, 2-fluoroadenine derivatives are extensively studied for their potential antiviral and antitumor activities. The introduction of the fluorine atom significantly alters the electronic properties of the adenine scaffold, often enhancing resistance to enzymatic degradation by nucleases while maintaining specific hydrogen-bonding capabilities essential for DNA or RNA hybridization. This makes it an invaluable tool for developing antisense therapeutics and gene-editing technologies where stability against cellular enzymes is paramount. Furthermore, scientists employ this molecule to probe the mechanisms of DNA polymerase fidelity and to understand how minor structural modifications influence the overall conformation of nucleic acid helices. The compound is typically handled under strict laboratory conditions due to its reactivity and potential toxicity associated with purine analogs. It is frequently used as a precursor in the synthesis of 2-fluoro-adenosine and related phosphoramidites, which are indispensable for solid-phase oligonucleotide synthesis. By substituting the standard amino group or modifying the sugar moiety, researchers can create probes that track gene expression or inhibit specific viral replication cycles. While not yet a mainstream clinical drug, ongoing studies continue to elucidate its therapeutic promise, particularly in targeting resistant strains of viruses or cancers that have developed tolerance to conventional chemotherapy agents. As a versatile reagent, 2-fluoroadenine remains a cornerstone in the quest for next-generation nucleic acid-based medicines and diagnostic tools, bridging the gap between fundamental chemical biology and translational medical applications.