
Amino-11-dUTP
| Catalog Number | R11-0002 |
| Category | DNA Stains |
| Molecular Formula | C18H62Li3N4O33P3 |
| Molecular Weight | 976.44 |
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Product Introduction
Amino-11-dUTP is an improved replacement for Aminoallyl dUTP. This triphosphate features longer linker, which allows for easier and more facile downstream labeling.Amino-11-dUTP is compatible with PCR, nick translation, and reverse transcription. It can be used for microarray labeling. The nucleotide is incorporated by Taq DNA polymerase, Klenow fragment, and reverse transcriptases. Subsequent reaction of amino-DNA with activated esters can be used for the labeling of DNA.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Purity | NMR 1H and 31P, HPLC (99+%), PCR testing |
| IUPAC Name | [[[(2R,3R,5R)-5-[5-[3-(4-aminobutanoylamino)prop-1-ynyl]-2,4-dioxopyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] hydrogen phosphate |
| SMILES | C1C(C(OC1N2C=C(C(=O)NC2=O)C#CCNC(=O)CCCN)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O |
| InChI | InChI=1S/C16H25N4O15P3/c17-5-1-4-13(22)18-6-2-3-10-8-20(16(24)19-15(10)23)14-7-11(21)12(33-14)9-32-37(28,29)35-38(30,31)34-36(25,26)27/h8,11-12,14,21H,1,4-7,9,17H2,(H,18,22)(H,28,29)(H,30,31)(H,19,23,24)(H2,25,26,27)/p-3/t11-,12-,14-/m1/s1 |
| InChIKey | LALQWMWAKIGPOJ-YRGRVCCFSA-K |
| Solubility | good in water |
| Appearance | colorless solid |
Product Specification
| Storage | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
Application
Amino-11-dUTP is an amino-functionalized thymidine triphosphate analog designed for enzymatic incorporation into nucleic acids, enabling downstream conjugation and fluorescent labeling workflows. The extended amino linker provides a convenient handle for attaching dyes, affinity tags, or other reporters after incorporation, supporting nucleic acid staining, probe construction, and labeling strategies in molecular biology and analytical assays. Researchers commonly use Amino-11-dUTP to introduce programmable chemical functionality into DNA templates and oligonucleotide products for visualization and detection.
1. Nucleic Acid Labeling
Amino-11-dUTP is used to introduce primary amine functionality into DNA during enzymatic synthesis, PCR labeling, or nick translation-based workflows. Molecular biology groups and assay developers incorporate the analog into oligonucleotides to create chemically addressable DNA materials that can later be coupled to fluorophores, biotin/streptavidin handles, or other detection reagents. This approach is particularly useful when the labeling needs to be introduced uniformly along a DNA strand while keeping the sequence-based recognition element intact for downstream hybridization or binding assays.
2. Fluorescent Probe Construction
Amino-11-dUTP supports the development of fluorescent nucleic acid probes by providing an amino-bearing incorporation site that can be reacted with activated dyes (for example, NHS-esters or other amine-reactive fluorophores) to generate labeled probe libraries. In fluorescence-based detection workflows, researchers use these labeled oligonucleotides for hybridization readouts where the DNA probe's chemical reporter is installed through the incorporated amino linker. This strategy is frequently adopted in molecular imaging reagent development and in fluorescence assay optimization where probe performance depends on consistent placement of the labeling handle along the probe.
3. DNA Hybridization Detection
Amino-11-dUTP-derived labeled DNA is routinely applied in fluorescence hybridization assays, including probe-based detection formats where signal originates from target-dependent duplex formation. By converting the incorporated amine handles into fluorescent reporters, researchers can monitor nucleic acid presence or relative abundance using plate-based fluorescence readers or fluorescence microscopy-compatible setups. This labeling design is also used when probe conjugation chemistry must be performed after oligonucleotide synthesis, allowing flexible selection of reporter dyes and multiplex-compatible labeling schemes.
4. Molecular Imaging Reagents
Amino-11-dUTP is leveraged to create imaging-ready nucleic acid reagents for fluorescence microscopy and related visualization workflows. After enzymatic incorporation into DNA constructs, the amino linker enables post-synthetic attachment of fluorescent tags used to visualize DNA localization, track nucleic acid behavior in experimental systems, or generate labeled DNA standards for imaging-based quantification. Chemical biology teams often select this approach when they want a modular labeling workflow that separates nucleic acid synthesis from reporter installation, improving compatibility with different fluorescent dyes and imaging instrument configurations.
Computed Properties
| XLogP3 | -8.8 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 13 |
| Exact Mass | 603.02945200 g/mol |
| Monoisotopic Mass | 603.02945200 g/mol |
| Topological Polar Surface Area | 302Ų |
| Heavy Atom Count | 38 |
| Formal Charge | -3 |
| Complexity | 1150 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-6711352-B2 | Probe reagents for in situ hybridization | 2015-05-28 |
| JP-WO2016190236-A1 | Probe reagents for in situ hybridization | 2015-05-28 |
| WO-2016190236-A1 | Probe reagent for in-situ hybridization | 2015-05-28 |
| EP-3121291-A1 | Probe reagent and fish using probe reagent | 2014-03-20 |
| JP-2020089367-A | Probe reagent and FISH using the probe reagent | 2014-03-20 |
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