3'-O-azidomethyl-dTTP
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C11H18N5O14P3
- MW
- 537.21
- Reinheit
- 99.98%
3'-O-azidomethyl-dTTP is 3'-O-azidomethyl-thymidine-5'-triphosphate: a reversible-terminator dTTP whose 3'-hydroxyl is capped with an azidomethyl (-CH2N3) group. Key identifiers include CAS 1048021-85-7, molecular formula C11H18N5O14P3, and molecular weight 537.21 (PubChem CID 121487868).
This is the reversible-terminator chemistry underlying cyclic sequencing-by-synthesis: 3'-O-azidomethyl-dNTPs are still recognized by DNA polymerase as substrates and act as reversible terminators, so incorporation adds one base and stops extension. After each incorporation and readout, the azidomethyl cap is removed with a water-soluble phosphine (TCEP) to regenerate the 3'-OH so the polymerase reinitiates.
Synonyme
3'-O-azidomethyl-dTTP; 3'-O-(azidomethyl)-thymidine-5'-triphosphate
Identität und Spezifikationen
| Catalog No. | CH66034 |
| CAS No. | 1048021-85-7 |
| Molecular Formula | C11H18N5O14P3 |
| Molecular Weight | 537.21 |
| PubChem CID | 121487868 |
| InChIKey | NLCMYGVMMMRQPV-DJLDLDEBSA-N |
| Purity | 99.98% |
Lagerbedingungen
solution at -20 C
Technische Merkmale
- Nucleotide class
- Reversible-terminator dNTP
- Parent nucleotide
- dTTP
- 3'-O blocking group
- Azidomethyl
- Deblocking reagent
- TCEP
- Packaging
- 50 mg; 100 mg; 250 mg; 100 µL; 200 µL; 1 mL; 5 mL; 10 mL; Custom packaging on request
- Solution concentration
- 100 mM
- Physical form
- liquid solution; colorless to light yellow
- Stability
- 2 years as solution at -20 C
Anwendungskontext
- Reversible terminator: DNA polymerase incorporates it, adding one thymine and stopping extension for that cycle.
- TCEP-cleavable cap: the 3'-O-azidomethyl cap is removed with tris(2-carboxyethyl)phosphine (TCEP) to regenerate the 3'-OH so synthesis continues.
- Sequencing-by-synthesis chemistry: the azidomethyl reversible terminator is the chemistry behind cyclic four-colour SBS.
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 121487868
PubChem · CID 121487868
Häufig gestellte Fragen
What is a 3'-O-azidomethyl reversible terminator?
It is a dNTP whose 3'-hydroxyl is capped with an azidomethyl group. DNA polymerase still incorporates it, but the cap stops further extension after one base. The azidomethyl cap is removed with a water-soluble phosphine (TCEP) to regenerate the 3'-OH so synthesis can continue — the chemistry behind cyclic reversible-terminator sequencing-by-synthesis.
How is the cap removed between cycles?
The azidomethyl group is cleaved with tris(2-carboxyethyl)phosphine (TCEP), a water-soluble reducing agent that is compatible with DNA. This regenerates the free 3'-OH so the next base can be added.
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