
ROX alkyne, 5-isomer | CAS 2264016-88-6
| Catalog Number | R02-0030 |
| Category | Alkynes |
| Molecular Formula | C36H33N3O4 |
| Molecular Weight | 571.66 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
ROX alkyne, 5-isomer is a fluorescent probe that features an alkyne moiety, enabling its participation in copper-catalyzed azide–alkyne cycloaddition reactions. This compound is incorporated into bioconjugation strategies where precise fluorescent tagging of biomolecules is required, providing a tool for advanced labeling chemistry. It is used in applications involving surface immobilization and polymer modification due to its compatibility with click chemistry protocols.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 5-Carboxy-X-rhodamine alkyne; 9-[2-Carboxy-4-[[(prop-2-yn-1-yl)amino]carbonyl]phenyl]-2,3,6,7,12,13,16,17-octahydro-1H,5H,11H,15H-xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium inner salt |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)-5-(prop-2-ynylcarbamoyl)benzoate |
| SMILES | C#CCNC(=O)C1=CC(=C(C=C1)C2=C3C=C4CCC[N+]5=C4C(=C3OC6=C2C=C7CCCN8C7=C6CCC8)CCC5)C(=O)[O-] |
| InChI | InChI=1S/C36H33N3O4/c1-2-13-37-35(40)23-11-12-24(27(20-23)36(41)42)30-28-18-21-7-3-14-38-16-5-9-25(31(21)38)33(28)43-34-26-10-6-17-39-15-4-8-22(32(26)39)19-29(30)34/h1,11-12,18-20H,3-10,13-17H2,(H-,37,40,41,42) |
| InChIKey | CVKMZLSPUPLXNQ-UHFFFAOYSA-N |
| Solubility | good in DMSO, DMF, methanol, ethanol |
| Appearance | purple solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 93000 |
| Fluorescence Quantum Yield | 1.00 |
| Excitation | 570 |
| Emission | 591 |
| Storage | 24 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
ROX alkyne, 5-isomer is a ROX-based fluorescent alkyne designed for click chemistry labeling workflows where a ROX emission readout is required. As a terminal alkyne handle, it is commonly used to introduce a bright red/orange fluorophore into biomolecules, probes, and materials via copper-catalyzed azide-alkyne cycloaddition (CuAAC) or related click formats. The ROX fluorophore enables fluorescence detection in standard fluorescence imaging and plate-reader assays that monitor red-shifted emission.
1. Fluorescent Biomolecule Labeling
ROX alkyne, 5-isomer is frequently used by chemical biology and proteomics groups to generate ROX-labeled proteins, peptides, and other biomolecular conjugates using azide-functional partners. Researchers incorporate the alkyne handle into their labeling strategy to prepare fluorescent tracking reagents for binding studies, wash-and-detect workflows, and comparative imaging experiments where a ROX-compatible detection channel is available. This reagent is also used when investigators want to standardize labeling across multiple targets by starting from a consistent ROX fluorophore platform and coupling it to azide-bearing biomolecules.
2. Fluorescent Probe Construction
ROX alkyne, 5-isomer supports fluorescent probe development in assay and imaging reagent pipelines that rely on click-compatible modular assembly. Teams building labeled affinity probes, imaging reagents, or multicomponent fluorescence tools often use the terminal alkyne to attach ROX to azide-functional scaffolds, such as probe backbones, targeting ligands, or assay components. The resulting ROX-tagged constructs are then used in fluorescence microscopy and plate-based fluorescence assays to visualize localization, monitor binding events, or provide a stable fluorescent reporter for downstream readouts.
3. Biomaterial And Surface Functionalization
ROX alkyne, 5-isomer is applied in biomaterials science and materials chemistry to create ROX-labeled surfaces and polymer-modified platforms through click conjugation to azide-functional materials. Researchers use these ROX-tagged coatings and functional layers as fluorescent markers for surface characterization, microscopy-based mapping of material distribution, and validation of functionalization steps in hydrogel or polymer systems. In workflows that require spatially resolved fluorescence readouts, the ROX alkyne handle enables straightforward incorporation of a red/orange fluorescent reporter into otherwise non-fluorescent materials.
4. Nucleic Acid Labeling Workflows
ROX alkyne, 5-isomer is also used in nucleic acid analysis development when a ROX fluorescent tag is required and the labeling partner can be presented with an azide functionality. Molecular biology teams employ click chemistry labeling to generate ROX-labeled oligonucleotides for fluorescence-based detection formats, including hybridization readouts and labeled probe constructs used in nucleic acid workflows. This approach is particularly useful when researchers want to attach a ROX reporter to an oligonucleotide scaffold using a modular, handle-based conjugation strategy compatible with standard fluorescence instrumentation.
Computed Properties
| XLogP3 | 4.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 571.24710654 g/mol |
| Monoisotopic Mass | 571.24710654 g/mol |
| Topological Polar Surface Area | 84.7Ų |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Complexity | 1340 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Recommended Services
Recommended Articles
- Hoechst Dyes: Definition, Structure, Mechanism and Applications
- Mastering the Spectrum: A Comprehensive Guide to Cy3 and Cy5 Dyes
- Fluorescent Probes: Definition, Structure, Types and Application
- Fluorescent Dyes: Definition, Mechanism, Types and Application
- Coumarin Dyes: Definition, Structure, Benefits, Synthesis and Uses
- Unlocking the Power of Fluorescence Imaging: A Comprehensive Guide
- Cell Imaging: Definitions, Systems, Protocols, Dyes, and Applications
- Lipid Staining: Definition, Principles, Methods, Dyes, and Uses
- Flow Cytometry: Definition, Principles, Protocols, Dyes, and Uses
- Nucleic Acid Staining: Definition, Principles, Dyes, Procedures, and Uses
Recommended Products
Online Inquiry