5-ap-UTP (Aminopropargyl-UTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C12H18N3O15P3
- MW
- 537.20
- Purity
- >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.
Synonyms
5-(3-aminopropargyl)-uridine-5'-triphosphate; 5-propargylamino-UTP; AP-UTP
Identity and specifications
| Catalog No. | CH66015 |
| CAS No. | 480440-13-9 |
| Molecular Formula | C12H18N3O15P3 |
| Molecular Weight | 537.20 |
| PubChem CID | 101584592 |
| InChIKey | VDZXITHECMUJIU-TURQNECASA-N |
| Purity | >98% |
Storage conditions
-20 C
Technical attributes
- 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
Application context
- 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.
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 101584592
PubChem · CID 101584592
Frequently Asked Questions
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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