7-ap-7-Deaza-ddGTP
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C14H20N5O12P3
- MW
- 543.26
- Reinheit
- >=93% (HPLC)
7-ap-7-Deaza-ddGTP is 7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyguanosine-5'-triphosphate: a 7-deaza (purine N7 replaced by C7) 2',3'-dideoxy GTP chain terminator carrying a primary amine on a propargyl (alkyne) linker at C7. Key identifiers include CAS 114748-61-7, molecular formula C14H20N5O12P3, and molecular weight 543.26 (PubChem CID 135577908).
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.
Synonyme
7-(3-aminopropargyl)-7-deaza-2',3'-dideoxyguanosine-5'-triphosphate; amino-7-deaza-ddGTP
Identität und Spezifikationen
| Catalog No. | CH66021 |
| CAS No. | 114748-61-7 |
| Molecular Formula | C14H20N5O12P3 |
| Molecular Weight | 543.26 |
| PubChem CID | 135577908 |
| InChIKey | LJJGDWYGTRBWBZ-VHSXEESVSA-N |
| Purity | >=93% (HPLC) |
Lagerbedingungen
-20 C
Technische Merkmale
- Nucleotide class
- Chain-terminating ddNTP
- Nucleobase
- 7-Deazaguanine
- Base modification
- 7-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 1 mg; 50 mg; 100 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
Anwendungskontext
- Chain terminator: a 7-deaza 2',3'-dideoxy-GTP 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.
Zugehörige technische Ressourcen
Öffentliche Quellen
- 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-Verbindung 135577908
PubChem · CID 135577908
Häufig gestellte Fragen
What is 7-ap-7-Deaza-ddGTP used for?
It is a 7-deaza 2',3'-dideoxy-GTP 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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