
FAM azide, 5-isomer | CAS 510758-23-3
| Catalog Number | F04-0003 |
| Category | Fluorescein FAM |
| Molecular Formula | C24H18N4O6 |
| Molecular Weight | 458.42 |
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Product Introduction
FAM Azide, 5-isomer is a fluorescent labeling reagent used in biomedical research. It binds specifically to biomolecules to study various biological processes. With its unique properties, this product is commonly employed in drug discovery, disease diagnosis, and imaging studies in the field of biomedicine.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | N-(3-azidopropyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxamide; 5-FAM-AZIDE; 5-Carboxyfluorescein azide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxamide |
| SMILES | C1=CC2=C(C=C1C(=O)NCCCN=[N+]=[N-])C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O |
| InChI | InChI=1S/C24H18N4O6/c25-28-27-9-1-8-26-22(31)13-2-5-17-16(10-13)23(32)34-24(17)18-6-3-14(29)11-20(18)33-21-12-15(30)4-7-19(21)24/h2-7,10-12,29-30H,1,8-9H2,(H,26,31) |
| InChIKey | FJQLLGFUUOOYKS-UHFFFAOYSA-N |
| Solubility | soluble in polar organic solvents (DMF, DMSO, alcohols) |
| Appearance | yellowish crystals |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 75000 |
| Fluorescence Quantum Yield | 0.9 |
| Excitation | 494 |
| Emission | 520 |
| 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
FAM azide, 5-isomer is a fluorescein (FAM) derivative equipped with an azide functional group, enabling bioorthogonal click chemistry for fluorescent labeling workflows. In fluorescence applications, the fluorescein scaffold provides visible green emission that is widely used for microscopy, flow cytometry, and fluorescence-based assays, while the azide handle allows modular attachment to alkyne-bearing biomolecules, linkers, and surfaces.
1. Biomolecule Labeling
FAM azide, 5-isomer is used as a fluorescent click-labeling reagent to tag proteins, peptides, and other biomolecules that have been functionalized with complementary alkyne groups. Researchers incorporate it into labeling workflows for tracking conjugate formation, monitoring binding events, and generating fluorescent standards for assay development. The azide functionality supports site-specific or modular assembly of fluorescent conjugates, which is especially useful when building multicomponent probes where the fluorophore is introduced at a late stage.
2. Fluorescence Microscopy Imaging
FAM azide, 5-isomer is commonly employed in fluorescence microscopy experiments where green-emitting fluorescein labeling is required to visualize biomolecular distribution or cellular-associated components. In practice, it is used to generate fluorescent conjugates through click attachment to alkyne-functional targets, enabling consistent probe construction for imaging studies. Microscopy users rely on its fluorescein emission for multicolor panel design and for correlating fluorescent signal with biological structures or biomolecule localization in fixed-sample workflows.
3. Flow Cytometry Dye Conjugates
FAM azide, 5-isomer supports flow cytometry reagent development by enabling the preparation of fluorescein-based dye conjugates via click chemistry. Lab teams use it to label alkyne-bearing antibodies, affinity reagents, or other targeting constructs to quantify fluorescence intensity in cell-based assays. This approach is frequently selected when investigators want a modular fluorescent tag that can be installed onto a variety of alkyne-functional biomolecules while maintaining the use of standard fluorescein detection channels.
4. Oligonucleotide and Probe Construction
FAM azide, 5-isomer is applied in nucleic acid analysis tool development where fluorescent oligonucleotide conjugates are prepared by click attachment to alkyne-modified strands or oligonucleotide scaffolds. Researchers use the resulting FAM-labeled constructs to support fluorescence readouts in nucleic acid workflows and probe-building efforts that require a robust, modular fluorescent handle. The azide group enables flexible incorporation of the fluorophore into probe designs without requiring direct dye incorporation during oligonucleotide synthesis.
Computed Properties
| XLogP3 | 4 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 5 |
| Exact Mass | 458.12263431 g/mol |
| Monoisotopic Mass | 458.12263431 g/mol |
| Topological Polar Surface Area | 119Ų |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Complexity | 821 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2018039282-A1 | Compositions and methods for detecting cancer cells in a tissue sample | 2016-08-22 |
| US-2018036312-A1 | Novel Scaffolds for Intracellular Compound Delivery for the Detection of Cancer Cells | 2016-08-02 |
| US-2018209986-A1 | Compositions and methods for detecting cancer cells in a tissue sample | 2016-08-02 |
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