| Field | Specification |
|---|---|
| Target | |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C9H16N3O12P3 |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
ddCTP is a chain-terminating deoxynucleotide that lacks the 3'-hydroxyl group; it can be incorporated into the extension primer chain, thereby terminating primer extension, viral genome replication, and DNA synthesis. It can distinguish nearly identical RNA sequences through distinguishable extension products in primer extension inhibition experiments. As the active metabolite of Zalcitabine, it can competitively inhibit HIV reverse transcriptase, terminate the synthesis of viral DNA chains, and thereby inhibit HIV replication[1][2][3]. It has the molecular formula C9H16N3O12P3 and a molecular weight of 451.16 g/mol.
Physical & Chemical Properties
| CAS Number | 66004-77-1 |
|---|---|
| Molecular Formula | C9H16N3O12P3 |
| Molecular Weight | 451.16 g/mol |
| SMILES | O=[P](O[P](O[P](O)(O)=O)(O)=O)(O)OC[C@@H]1CC[C@H](N2C(N=C(N)C=C2)=O)O1 |
| Target | DNA Polymerase |
| Signaling Pathway | Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Anti-infection |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
[1]. Nilsen TW. Poisoned primer extension. Cold Spring Harb Protoc. 2015 Jan 5;2015(1):pdb.prot080986.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
In poisoned primer extension reactions on total cellular RNA or purified in vitro transcripts, ddCTP (0.1 mM; 20 min) allows nearly identical RNA sequences to be distinguished through chain termination, yielding extension products of distinct sizes that can be detected by gel electrophoresis[1]. ddCTP may inhibit not only viral reverse transcriptase but also DNA polymerase γ in mammalian cells; this enzyme is responsible for mitochondrial DNA synthesis. Decreased mitochondrial DNA content and impaired function result from inhibition of DNA polymerase γ[2].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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