
HEX azide, 6-isomer | CAS 1450752-91-6
| Catalog Number | F04-0052 |
| Category | Fluorescein FAM |
| Molecular Formula | C24H12N4Cl6O6 |
| Molecular Weight | 665.09 |
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Product Introduction
Hexachlorofluorescein (HEX) is a hexachlorinated derivate of the fluorescent dye fluorescein. HEX-labeled oligonucleotides are used in PCR and the HEX channel is widely used in multiplex qPCR.,Oligonucleotides with a HEX label can be easily generated using HEX azide and alkyne-containing oligonucleotide via azide-alkyne cycloaddition.,HEX exhibits an excitation peak at 533 nm and an emission peak at 549 in green-yellow area, and it can serve as a substitute for JOE, BODIPY™ 530/550, VIC™ because of the similar spectral characteristics.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 6-Hexachloro-Fluorescein-Azide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-2',4,4',5',7,7'-hexachloro-3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxamide |
| SMILES | C1=C(C(=C2C(=C1Cl)C(=O)OC23C4=CC(=C(C(=C4OC5=C(C(=C(C=C35)Cl)O)Cl)Cl)O)Cl)Cl)C(=O)NCCCN=[N+]=[N-] |
| InChI | InChI=1S/C24H12Cl6N4O6/c25-10-4-7(22(37)32-2-1-3-33-34-31)15(28)14-13(10)23(38)40-24(14)8-5-11(26)18(35)16(29)20(8)39-21-9(24)6-12(27)19(36)17(21)30/h4-6,35-36H,1-3H2,(H,32,37) |
| InChIKey | HGKPJGGICCDTJN-UHFFFAOYSA-N |
| Solubility | DMSO, DMF |
| Appearance | Orange solid |
Product Specification
| CF260 | 0.30 |
| CF280 | 0.13 |
| Fluorescence Quantum Yield | 0.57 |
| Mass Spec M+ Increment | 661.9 |
| Excitation | 533 |
| Emission | 549 |
| Storage | 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. |
Application
HEX azide, 6-isomer is an azide-functionalized labeling reagent used to introduce an azide handle into biomolecules, polymers, and material surfaces for subsequent copper-free or copper-mediated click chemistry workflows. This hexyl-azide building block is commonly selected when a short, flexible spacer is needed to minimize steric effects in downstream conjugation and to support efficient attachment of fluorescent tags, affinity ligands, or reporter payloads. In fluorescence and chemical biology pipelines, the azide group enables modular probe construction and surface immobilization strategies where the final reporter is installed in a separate step.
1. Biomolecule Azide Labeling
HEX azide, 6-isomer is used by chemical biology and glycobiology groups as a practical azide handle for labeling workflows that require modular downstream conjugation. Researchers incorporate the azide functionality into proteins, peptides, or other biomolecular scaffolds to enable later attachment of fluorophores, biotin/streptavidin-binding motifs, or affinity reagents via click-compatible coupling. This approach is especially common when the labeling chemistry is decoupled from the reporter installation step, allowing the same azide-bearing intermediate to be used to generate multiple labeled conjugates for imaging, pull-down assays, or binding studies.
2. Fluorescent Probe Construction
HEX azide, 6-isomer supports fluorescent probe development by providing a flexible azide linkage that can be used to assemble reporter-bearing probes from azide-tagged precursors. In microscopy and fluorescence assay development, teams often prepare azide-functional intermediates and then attach a chosen fluorescent dye or imaging moiety to tune brightness, spectral compatibility, and experimental format. This modular strategy helps streamline probe libraries for cellular imaging, receptor/ligand binding experiments, and fluorescence-based readouts where the final fluorophore selection is driven by instrument channels and experimental design.
3. Surface And Polymer Functionalization
HEX azide, 6-isomer is widely used in materials science and biomaterials development to introduce azide groups onto polymer backbones, hydrogels, or engineered surfaces for subsequent covalent coupling. Researchers functionalize substrates with azide-bearing linkers so that later click chemistry steps can immobilize fluorescent markers, targeting ligands, or detection reagents while maintaining spatial control over surface chemistry. Such workflows are common in surface patterning, coating strategies for biosensing platforms, and the fabrication of azide-reactive biomaterial interfaces used in microscopy and fluorescence readout experiments.
4. Nanoparticle And Surface Coupling
HEX azide, 6-isomer is employed to enable click-ready surface chemistry on nanoparticles and particulate carriers used in fluorescence labeling and molecular imaging reagent development. By introducing an azide handle onto particle surfaces or onto particle-compatible linker layers, researchers can attach fluorescent reporters or functional ligands in a controlled post-functionalization step. This is frequently used when the particle system requires modular ligand exchange, enabling the same nanoparticle scaffold to be adapted for different imaging modalities, binding assays, or multicomponent labeling schemes.
Computed Properties
| XLogP3 | 7.7 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 5 |
| Exact Mass | 663.885850 g/mol |
| Monoisotopic Mass | 661.888800 g/mol |
| Topological Polar Surface Area | 119Ų |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Complexity | 1020 |
| 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 |
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