
Pyrene-dU-CE Phosphoramidite | CAS 199920-17-7
| Catalog Number | R10-0010 |
| Category | Phosphoramidites |
| Molecular Formula | C57H55N4O8P |
| Molecular Weight | 955.04 |
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Product Introduction
Pyrene-dU-CE phosphoramidite, a key element in the creation of fluorescent oligonucleotides, boasts unique chemical properties that lend themselves to targeted detection of RNA or DNA sequences. Widely employed in both disease diagnosis and drug discovery, this highly potent compound serves as an engine of innovation in the ever-evolving field of molecular biology.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Pyrene phosphoramidite dU;5'-Dimethoxytrityl-5-(pyren-1-yl-ethynyl)-2'-deoxyUridine, 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite |
| Purity | NMR 1H (95%), 31P, HPLC-MS |
| IUPAC Name | 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-[2,4-dioxo-5-(2-pyren-1-ylethynyl)pyrimidin-1-yl]oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile |
| SMILES | CC(C)N(C(C)C)P(OCCC#N)OC1CC(OC1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)C#CC6=C7C=CC8=CC=CC9=C8C7=C(C=C9)C=C6 |
| InChI | InChI=1S/C57H55N4O8P/c1-37(2)61(38(3)4)70(67-33-11-32-58)69-50-34-52(60-35-43(55(62)59-56(60)63)21-17-39-16-18-42-20-19-40-12-10-13-41-22-31-49(39)54(42)53(40)41)68-51(50)36-66-57(44-14-8-7-9-15-44,45-23-27-47(64-5)28-24-45)46-25-29-48(65-6)30-26-46/h7-10,12-16,18-20,22-31,35,37-38,50-52H,11,33-34,36H2,1-6H3,(H,59,62,63)/t50-,51+,52+,70?/m0/s1 |
| InChIKey | UPMNDVODTLNHCL-UTNLAKSGSA-N |
| Solubility | good in dichloromethane and acetonitrile |
| Appearance | yellowish foam |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 12600; 21900; 16000; 14200 |
| Fluorescence Quantum Yield | ~0.1 |
| Excitation | 260; 282; 365; 392 |
| Emission | 460 |
| Storage | Store at -20°C |
Application
Pyrene-dU-CE Phosphoramidite is a DNA/RNA click-chemistry building block designed for incorporation of a fluorescent pyrene reporter together with a reactive uridine analog handle for downstream conjugation. As a phosphoramidite, it is compatible with automated solid-phase oligonucleotide synthesis, enabling site-specific placement within nucleic acid probes, primers, and oligonucleotide materials. The pyrene fluorophore provides strong photophysical contrast for imaging and binding studies, while the uridine-derived click handle supports modular attachment to complementary biomolecular targets, surfaces, or labels used in chemical biology and molecular diagnostics research workflows.
1. Fluorescent Oligonucleotide Probes
Pyrene-dU-CE Phosphoramidite is commonly used to create fluorescent nucleic acid probes for monitoring hybridization, tracking nucleic acid localization, and quantifying strand interactions in vitro. By installing the pyrene moiety at a defined position during oligonucleotide synthesis, researchers obtain a robust signal that can be paired with click-based post-functionalization to introduce affinity tags, capture handles, or secondary reporters. This approach supports probe libraries for assay development, including formats where signal generation and target capture are decoupled to streamline optimization and multiplexing.
2. Click-Functionalized Biomolecular Conjugates
Pyrene-dU-CE Phosphoramidite enables modular construction of nucleic acid–derived conjugates used across chemical biology and molecular imaging tool development. After incorporation into an oligonucleotide scaffold, the click-reactive handle allows researchers to attach the probe to proteins, peptides, polymers, or other biomolecular components under conditions chosen for their downstream compatibility. The result is a versatile set of conjugates for studying binding interfaces, assembling multicomponent molecular assemblies, or generating standardized reagents for platform workflows that require consistent stoichiometry and defined labeling positions.
3. Surface Immobilization for Biosensing
Pyrene-dU-CE Phosphoramidite is well suited for preparing immobilized oligonucleotide layers on functionalized surfaces used in biosensing and analytical chemistry research. Incorporation into probe strands provides a fluorescent readout, while click-based coupling enables controlled attachment to substrates such as polymer films, nanoparticles, or engineered surface chemistries. This combination supports reproducible probe presentation and facilitates the development of imaging-compatible sensing formats where surface density, orientation, and labeling location are critical variables for assay performance characterization.
4. Molecular Imaging and Tracking Tools
Pyrene-dU-CE Phosphoramidite is frequently selected for building imaging-ready oligonucleotide reagents used to visualize nucleic acid behavior in complex experimental systems. The pyrene fluorophore offers strong excitation and emission properties that can be leveraged for optical readouts, while the click handle supports attachment to imaging-compatible tags or scaffolds that improve localization or facilitate multicolor experimental designs. Researchers use these constructs to generate standardized tracking tools for microscopy workflows, fluorescence-based binding studies, and mechanistic assays involving nucleic acid dynamics.
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