5-ap-UTP (Aminopropargyl-UTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C12H18N3O15P3
- MW
- 537.20
- Reinheit
- >98%
5-ap-UTP is 5-(3-aminopropargyl)-uridine-5'-triphosphate: a modified UTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of uracil — the ribonucleotide counterpart of 5-ap-2'-dUTP. Key identifiers include CAS 480440-13-9, molecular formula C12H18N3O15P3, and molecular weight 537.20 (PubChem CID 101584592).
RNA polymerase uses ribonucleoside triphosphate substrates for template-directed RNA synthesis. This amine-modified UTP is incorporated during in vitro transcription, placing a primary amine into the RNA; that aliphatic amine then reacts specifically with amine-reactive reporters — such as NHS-ester dyes — so the transcript can be labeled after synthesis.
Synonyme
5-(3-aminopropargyl)-uridine-5'-triphosphate; 5-propargylamino-UTP; AP-UTP
Identität und Spezifikationen
| Catalog No. | CH66015 |
| CAS No. | 480440-13-9 |
| Molecular Formula | C12H18N3O15P3 |
| Molecular Weight | 537.20 |
| PubChem CID | 101584592 |
| InChIKey | VDZXITHECMUJIU-TURQNECASA-N |
| Purity | >98% |
Lagerbedingungen
-20 C
Technische Merkmale
- Nucleotide class
- rNTP
- Parent nucleotide
- UTP
- Base modification
- 5-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 10 mg; 50 mg; 100 µL; 500 µL; 1 mL; 10 mL; Custom packaging on request
- Solution concentration
- 100 mM
- Physical form
- sodium solution
- Stability
- avoid freeze-thaw cycles; no numeric shelf life stated
Anwendungskontext
- Amine label handle in RNA: incorporated by RNA polymerase during in vitro transcription, placing a primary amine (on a C5 propargyl linker) into the transcript.
- Post-synthetic dye labeling: the amine reacts with amine-reactive reporters (e.g. NHS-ester dyes) to label the RNA.
- Ribonucleotide counterpart: the RNA-labeling analogue of 5-ap-2'-dUTP.
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 101584592
PubChem · CID 101584592
Häufig gestellte Fragen
What is 5-ap-UTP used for?
It is a 5-aminopropargyl-UTP: a modified UTP with a primary amine on a propargyl linker at uracil. RNA polymerase incorporates it during in vitro transcription, placing an amine in the RNA; the amine then reacts with amine-reactive dyes (e.g. NHS esters) to label the transcript.
How does it differ from 5-ap-2'-dUTP?
This is the ribonucleotide (UTP) version, used to label RNA by in vitro transcription; 5-ap-2'-dUTP is the deoxyribonucleotide (dUTP) version, used to label DNA.
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