5-ap-2'-dCTP (Aminopropargyl-dCTP)
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C12H19N4O13P3
- MW
- 520.22
- Purity
- >=98%
5-ap-2'-dCTP is 5-(3-aminopropargyl)-2'-deoxycytidine-5'-triphosphate: a modified dCTP carrying a primary amine on a propargyl (alkyne) linker at the C5 of cytosine. Key identifiers include CAS 115899-39-3, molecular formula C12H19N4O13P3, and molecular weight 520.22 (PubChem CID 11283796).
DNA polymerases incorporate deoxynucleoside triphosphate substrates during template-directed DNA synthesis. This amine-modified dCTP 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'-deoxycytidine-5'-triphosphate; 5-propargylamino-dCTP; AP-dCTP
Identity and specifications
| Catalog No. | CH66013 |
| CAS No. | 115899-39-3 |
| Molecular Formula | C12H19N4O13P3 |
| Molecular Weight | 520.22 |
| PubChem CID | 11283796 |
| InChIKey | LVTQIVFSMGDIPF-IVZWLZJFSA-N |
| Purity | >=98% |
Storage conditions
-20 C
Technical attributes
- Nucleotide class
- dNTP
- Parent nucleotide
- dCTP
- Base modification
- 5-(3-Aminopropargyl)
- Reactive handle
- Primary amine
- Packaging
- 1 mg; 5 mg; 10 mg; 25 mg; 10 µL; 50 µL; 100 µL; 5 x 10 uL; Custom packaging on request
- Solution concentration
- 100-110 mM
- Physical form
- solution in water; 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.
- Cytosine analogue: installs the label at cytosine 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 11283796
PubChem · CID 11283796
Frequently Asked Questions
What is 5-ap-2'-dCTP used for?
It is a 5-aminopropargyl-dCTP: a modified dCTP with a primary amine on a propargyl linker at cytosine. 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.
Why label with an amine instead of a pre-attached dye?
A small amine linker is incorporated more efficiently by polymerases than a bulky dye. The dye is attached afterward, via the amine, giving efficient incorporation and flexible choice of reporter.
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