5-ap-ddCTP (Amino-dideoxy-CTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C12H19N4O12P3
- PM
- 504.22
- Pureté
- 99.0%
5-ap-ddCTP is 5-(3-aminopropargyl)-2',3'-dideoxycytidine-5'-triphosphate: a 2',3'-dideoxy CTP (a chain terminator) carrying a primary amine on a propargyl (alkyne) linker at the C5 of cytosine. Key identifiers include CAS 114748-56-0, molecular formula C12H19N4O12P3, and molecular weight 504.22 (PubChem CID 21779042).
2',3'-dideoxynucleoside triphosphates act as specific chain-terminating inhibitors of DNA polymerase — the basis of Sanger dideoxy sequencing: once one is incorporated, the missing 3'-OH stops further extension. The C5 primary amine is a labelling handle for attaching a dye, so this reagent serves as a building block for labeled dye-terminators.
Synonymes
5-(3-aminopropargyl)-2',3'-dideoxycytidine-5'-triphosphate; amino-ddCTP
Identité et spécifications
| Catalog No. | CH66018 |
| CAS No. | 114748-56-0 |
| Molecular Formula | C12H19N4O12P3 |
| Molecular Weight | 504.22 |
| PubChem CID | 21779042 |
| InChIKey | UZTVDBNPCNJIGN-VHSXEESVSA-N |
| Purity | 99.0% |
Conditions de stockage
below -15 C; minimize light exposure
Caractéristiques techniques
- Nucleotide class
- Chain-terminating ddNTP
- Nucleobase
- Cytosine
- Base modification
- 5-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 25 mg; 50 mg; 100 mg; 250 mg; Custom packaging on request
- Solution concentration
- 25 mM
- Physical form
- liquid; colorless; water solvent
- Stability
- 6 months upon receiving
Contexte d’application
- Chain terminator: a 2',3'-dideoxy-CTP that stops DNA-polymerase extension when incorporated (the basis of Sanger sequencing).
- Amine label handle: the C5 aminopropargyl group lets a dye be attached, giving a labeled terminator.
- Dye-terminator building block: used to prepare fluorescent ddNTP terminators for sequencing.
Ressources techniques associées
Sources publiques
- Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
- Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
- Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
- Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
- Composé PubChem 21779042
PubChem · CID 21779042
Questions fréquentes
What is 5-ap-ddCTP used for?
It is a 2',3'-dideoxy-CTP chain terminator with a C5 aminopropargyl amine handle. As a dideoxy nucleotide it stops DNA-polymerase extension (the basis of Sanger sequencing); the amine allows a dye to be attached, making it a building block for labeled dye-terminators.
Why does the dideoxy nucleotide terminate synthesis?
A 2',3'-dideoxynucleotide lacks the 3'-hydroxyl needed to form the next internucleotide bond. Once a polymerase incorporates it, extension stops — the principle behind dideoxy (Sanger) sequencing.
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