7-ap-7-Deaza-2'-dATP
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C14H20N5O12P3
- MW
- 543.26
- Purity
- >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.
Synonyms
7-(3-aminopropargyl)-7-deaza-2'-deoxyadenosine-5'-triphosphate; 7-deaza-7-propargylamino-dATP
Identity and specifications
| 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% |
Storage conditions
-20 C
Technical attributes
- 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
Application context
- 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.
Related technical resources
Oligonucleotide Modification
Sugar, base, backbone, terminal, and conjugation modifications for ASO, siRNA, guide RNA, aptamer, and research or labeling oligo projects.
Oligonucleotide Synthesis
Support for modified monomers, supports, sulfurizing reagents, cap analogs, and related oligo synthesis inputs.
Public references
- 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
- PubChem Compound 101377226
PubChem · CID 101377226
Frequently Asked Questions
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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