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Description
6-Chloropurine Riboside (TCI C2206) is a purine nucleoside analogue consisting of a 6-chloropurine base linked to a ribose sugar moiety. In the laboratory, this compound serves as a highly valuable starting material in nucleoside chemistry, because the chlorine atom at the C-6 position of the purine ring acts as a leaving group that is reactive toward nucleophilic attack. Researchers use it to construct a wide range of substituted adenosine and inosine derivatives, making this product an important bridge between synthetic organic chemistry and biochemical research based on nucleosides and nucleotides.
The principal characteristic that makes this material a preferred choice is the combination of directed reactivity with an intact sugar framework. Aromatic nucleophilic substitution at the C-6 position proceeds with amines, thiols, or alkoxides to yield N6-, S6-, or O6- derivatives without the need to rebuild the complicated glycosidic bond. The hydroxyl groups on the ribose remain available for selective protection, phosphorylation, or further conversion into phosphoramidites. As a reagent-grade material from TCI, batch-to-batch quality consistency helps researchers obtain reproducible synthetic results.
In Indonesian laboratories, 6-Chloropurine Riboside is typically used in university synthetic chemistry groups, pharmaceutical research units, and biochemistry laboratories working on nucleoside and nucleotide chemistry. It is commonly employed on a small preparative scale for derivative synthesis, method development, and postgraduate research projects, where a reliable reagent-grade purine nucleoside starting material shortens the route to target compounds and reduces the number of preparation steps that must be carried out in-house.
Laboratory Applications
- Nucleoside derivative synthesis: the reactive C-6 chlorine allows direct displacement by nucleophiles, giving researchers rapid access to substituted purine nucleosides without rebuilding the glycosidic bond.
- Adenosine analogue preparation: reaction with primary or secondary amines at the C-6 position produces N6-substituted adenosine derivatives, a widely used route in nucleoside-based research programmes.
- Inosine and O6-derivative chemistry: treatment with alkoxides or related oxygen nucleophiles converts the C-6 chlorine into O6-substituted products used for further transformation into inosine-type structures.
- Thionucleoside synthesis: thiols displace the C-6 chlorine to give S6-substituted derivatives, providing a straightforward entry point into sulfur-containing purine nucleoside chemistry.
- Oligonucleotide building block preparation: the free ribose hydroxyl groups support selective protection and phosphorylation, enabling downstream conversion into phosphoramidites for nucleotide and oligonucleotide work.
Specifications
- Brand: TCI
- CAS number: 5399-87-1
- Product code: C2206
- Category: Life Science > Biochemicals and Reagents > Nucleosides, Nucleotides, Oligonucleotides
- Grade: reagent grade
- Pack sizes: available in the standard TCI catalogue pack sizes for this product code
- Storage: store as indicated on the manufacturer's label and product documentation
Handling and Storage
Store 6-Chloropurine Riboside in its original tightly closed container, following the storage temperature and conditions stated on the manufacturer's label and safety data sheet. Keep the container in a cool, dry, well-ventilated place, protected from moisture and direct sunlight, and reseal it promptly after each use to limit exposure to atmospheric humidity. Handle the compound in a fume hood or well-ventilated work area using standard laboratory personal protective equipment, including a laboratory coat, chemical-resistant gloves, and safety goggles. Avoid the generation and inhalation of dust, and avoid contact with skin and eyes. Weigh the material with clean, dry spatulas and glassware to prevent contamination between batches, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures. Consult the safety data sheet before first use.
