5-ap-2'-dUTP (Aminopropargyl-dUTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C12H18N3O14P3
- MW
- 521.20
- Reinheit
- 99.98%
5-ap-2'-dUTP is 5-(3-aminopropargyl)-2'-deoxyuridine-5'-triphosphate: a modified dUTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of uracil. Key identifiers include CAS 179101-49-6, molecular formula C12H18N3O14P3, and molecular weight 521.20 (PubChem CID 18664765).
DNA polymerases incorporate deoxynucleoside triphosphate substrates during template-directed DNA synthesis. This amine-modified dUTP places a primary amine into the DNA; that aliphatic amine then reacts specifically with amine-reactive reporters — such as NHS-ester dyes — so the DNA can be labeled after synthesis.
Synonyme
5-(3-aminopropargyl)-2'-deoxyuridine-5'-triphosphate; 5-propargylamino-dUTP; AP-dUTP
Identität und Spezifikationen
| Catalog No. | CH66014 |
| CAS No. | 179101-49-6 |
| Molecular Formula | C12H18N3O14P3 |
| Molecular Weight | 521.20 |
| PubChem CID | 18664765 |
| InChIKey | BGGIMXKBIBMKBL-IVZWLZJFSA-N |
| Purity | 99.98% |
Lagerbedingungen
-20 C
Technische Merkmale
- Nucleotide class
- dNTP
- Parent nucleotide
- dUTP
- Base modification
- 5-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 10 µL; 100 µL; 500 µL; 1 mL; 1 µmol; 5 x 10 uL; Custom packaging on request
- Solution concentration
- 100-110 mM
- Physical form
- solution in water; colorless to slightly yellow
- Stability
- 12 months after delivery; cumulative ambient exposure up to 1 week possible
Anwendungskontext
- Amine label handle in DNA: incorporated by DNA polymerase during enzymatic DNA synthesis, placing a primary amine (on a C5 propargyl linker) into the product.
- Post-synthetic dye labeling: the amine reacts with amine-reactive reporters (e.g. NHS-ester dyes) to label the DNA.
- Uracil analogue: installs the label at thymine/uracil positions during enzymatic DNA synthesis.
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 18664765
PubChem · CID 18664765
Häufig gestellte Fragen
What is 5-ap-2'-dUTP used for?
It is a 5-aminopropargyl-dUTP: a modified dUTP with a primary amine on a propargyl linker at uracil. DNA polymerases incorporate it during enzymatic DNA synthesis, placing an amine in the DNA; the amine then reacts with amine-reactive dyes (e.g. NHS esters) to label the product.
How does it differ from 5-ap-2'-dCTP?
Both are 5-aminopropargyl amine-labelling dNTPs; this one carries a uracil base (incorporated opposite adenine), while 5-ap-2'-dCTP carries a cytosine base (incorporated opposite guanine).
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