5-ap-2'-dUTP (Aminopropargyl-dUTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C12H18N3O14P3
- MW
- 521.20
- Purity
- 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.
Synonyms
5-(3-aminopropargyl)-2'-deoxyuridine-5'-triphosphate; 5-propargylamino-dUTP; AP-dUTP
Identity and specifications
| 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% |
Storage conditions
-20 C
Technical attributes
- 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
Application context
- 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.
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 18664765
PubChem · CID 18664765
Frequently Asked Questions
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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