7-ap-7-Deaza-ddATP
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C14H20N5O11P3
- MW
- 527.26
- Purity
- >=95% (HPLC)
7-ap-7-Deaza-ddATP is 7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyadenosine-5'-triphosphate: a 7-deaza (purine N7 replaced by C7) 2',3'-dideoxy ATP chain terminator carrying a primary amine on a propargyl (alkyne) linker at C7. Key identifiers include CAS 114748-69-5, molecular formula C14H20N5O11P3, and molecular weight 527.26 (PubChem CID 11249496).
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 C7 primary amine is a labelling handle for attaching a dye, presented in the major groove by the 7-deaza scaffold, so this reagent serves as a building block for labeled dye-terminators.
Synonyms
7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyadenosine-5'-triphosphate; amino-7-deaza-ddATP
Identity and specifications
| Catalog No. | CH66020 |
| CAS No. | 114748-69-5 |
| Molecular Formula | C14H20N5O11P3 |
| Molecular Weight | 527.26 |
| PubChem CID | 11249496 |
| InChIKey | LQOGZFINDBWPBN-WDEREUQCSA-N |
| Purity | >=95% (HPLC) |
Storage conditions
-20 C
Technical attributes
- Nucleotide class
- Chain-terminating ddNTP
- Nucleobase
- 7-Deazaadenine
- Base modification
- 7-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 1 mg; 50 mg; 100 mg; 250 mg; 500 mg; Custom packaging on request
- Physical form
- solid; white to off-white
- Stability
- 12 months after delivery; cumulative ambient exposure up to 1 week possible
Application context
- Chain terminator: a 7-deaza 2',3'-dideoxy-ATP that stops DNA-polymerase extension when incorporated (the basis of Sanger sequencing).
- Amine label handle in the major groove: the C7 aminopropargyl group (on the 7-deaza scaffold) lets a dye be attached, giving a labeled terminator.
- Dye-terminator building block: used to prepare fluorescent ddNTP terminators for sequencing.
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 11249496
PubChem · CID 11249496
Frequently Asked Questions
What is 7-ap-7-Deaza-ddATP used for?
It is a 7-deaza 2',3'-dideoxy-ATP chain terminator with a C7 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 the 7-deaza modification on a dideoxy terminator?
Replacing the purine N7 with C7 provides an attachment point in the major groove for the label and avoids a hydrogen-bonding nitrogen there. Combined with the missing 3'-OH (which terminates synthesis), it gives a well-behaved labeled purine terminator.
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