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Description
TCI D3580 2',3'-Didehydro-3'-deoxythymidine, more widely known as stavudine or d4T, is a thymidine nucleoside analogue that has become one of the most important reference compounds in molecular virology research. The molecule is characterised by a double bond between the 2' and 3' positions of the sugar ring together with the absence of a hydroxyl group at the 3' position. It is precisely this missing 3'-OH group that gives the compound its chain-terminating behaviour once the triphosphate form is incorporated by reverse transcriptase. In the laboratory, the material is used as an antiviral test compound, as an analytical standard for method development, and as a structural model in the design of next-generation nucleoside analogues.
The property that makes this compound such a frequent choice is the clarity of its mechanism of action, which is very well established in the published literature, so that experimental results can be compared easily against existing reference data. The didehydro-dideoxy modification on the sugar imparts a particular conformational rigidity that influences recognition by cellular kinases as well as by viral polymerases. As a solid, the compound is relatively straightforward to weigh out and to dissolve in the solvents commonly used for biological assays. Lot-to-lot consistency in purity from TCI supports reproducible work across repeated experiments.
In Indonesian laboratories, this material is typically found in university research groups, biomedical and pharmaceutical research institutes, and analytical method development laboratories working on antiviral chemistry. It is generally handled at small scale for assay work, comparative studies against newer nucleoside analogues, and as a reference substance when calibrating or validating chromatographic methods. Its well-documented behaviour makes it a practical teaching and benchmarking material for research teams building capability in molecular virology.
Laboratory Applications
Antiviral assay reference compound — the well-characterised chain-termination mechanism allows researchers to benchmark new candidate molecules against a compound whose behaviour is already fully documented.
Analytical method development and validation — the material serves as a reference substance when establishing chromatographic or spectroscopic procedures that must resolve and quantify nucleoside analogues reliably.
Reverse transcriptase mechanism studies — the absent 3'-hydroxyl group makes this compound a clear model for demonstrating and probing how chain termination occurs during viral DNA synthesis.
Nucleoside analogue design work — the didehydro-dideoxy sugar modification provides a structural template that medicinal chemists use when planning conformationally constrained analogues for further evaluation.
Enzyme recognition and phosphorylation studies — the conformational rigidity of the sugar ring makes the molecule useful for examining how cellular kinases and viral polymerases discriminate between substrates.
Specifications
Brand: TCI
CAS Number: 3056-17-5
Catalogue Number: D3580
Category: Life Science > Biochemicals and Reagents > Antibiotics
Physical form: solid
Pack sizes: available in the standard TCI catalogue pack sizes; please refer to the product listing for the options currently offered
Storage: store according to the conditions stated on the manufacturer's label and product documentation
Handling and Storage
Store the container tightly closed in a cool, dry place away from direct sunlight, moisture, and incompatible materials, following the storage conditions given on the manufacturer's label and safety data sheet. Keep the material in its original container or in a clean, chemically resistant, well-sealed vessel that is clearly labelled. Handle the solid in a well-ventilated area or fume hood, using gloves, safety glasses, and a laboratory coat, and avoid generating dust during weighing. Allow the container to reach room temperature before opening if it has been kept refrigerated, in order to limit condensation. Consult the safety data sheet before use and dispose of residues and contaminated consumables in accordance with applicable laboratory waste procedures.
