7-ap-7-Deaza-2'-dATP
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- FM
- C14H20N5O12P3
- PM
- 543.26
- Pureté
- >98.00%
7-ap-7-Deaza-2'-dATP is 7-(3-aminopropargyl)-7-deaza-2'-deoxyadenosine-5'-triphosphate: a 7-deazaadenine dATP analogue (the purine N7 is replaced by C7) carrying a primary amine on a propargyl (alkyne) linker at that C7 position. Key identifiers include CAS 587848-72-4, molecular formula C14H20N5O12P3, and molecular weight 543.26 (PubChem CID 101377226).
DNA polymerases incorporate deoxynucleoside triphosphate substrates during template-directed DNA synthesis. This amine-modified 7-deaza-dATP places a primary amine into the DNA — presented in the major groove by the 7-deaza scaffold — and that aliphatic amine then reacts specifically with amine-reactive reporters such as NHS-ester dyes, so the DNA can be labeled after synthesis.
Synonymes
7-(3-aminopropargyl)-7-deaza-2'-deoxyadenosine-5'-triphosphate; 7-deaza-7-propargylamino-dATP
Identité et spécifications
| Catalog No. | CH66016 |
| CAS No. | 587848-72-4 |
| Molecular Formula | C14H20N5O12P3 |
| Molecular Weight | 543.26 |
| PubChem CID | 101377226 |
| InChIKey | PCAJRNFTCPOUJA-HBNTYKKESA-N |
| Purity | >98.00% |
Conditions de stockage
-20 C
Caractéristiques techniques
- Nucleotide class
- dNTP analogue
- Nucleobase
- 7-Deazaadenine
- Base modification
- 7-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 1 mg; 50 mg; 100 mg; 250 mg; 10 µL; 50 µL; 100 µL; 10 x 100 uL; 5 x 100 uL; Custom packaging on request
- Solution concentration
- 100 mM
- Physical form
- solid; colorless to white
- Stability
- 12 months after delivery; cumulative ambient exposure up to 1 week possible
Contexte d’application
- Amine label handle at adenine: incorporated by DNA polymerase during enzymatic DNA synthesis, placing a primary amine (on a C7 propargyl linker) at adenine positions.
- 7-deaza scaffold: the purine N7 is replaced by C7, positioning the label in the major groove.
- Post-synthetic dye labeling: the amine reacts with amine-reactive reporters (e.g. NHS-ester dyes) to label the DNA.
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 101377226
PubChem · CID 101377226
Questions fréquentes
What is 7-ap-7-Deaza-2'-dATP used for?
It is a 7-deaza-dATP analogue with a primary amine on a C7 propargyl linker. DNA polymerases incorporate it during enzymatic DNA synthesis at adenine positions, placing an amine in the DNA; the amine then reacts with amine-reactive dyes (e.g. NHS esters) to label the product.
What does '7-deaza' mean?
In a 7-deaza purine, the nitrogen at position 7 of the purine ring is replaced by a carbon. This provides an attachment point (C7) for the label in the major groove and is a common scaffold for labeled purine nucleotides.
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