
FAM azide, 6-isomer | CAS 1386385-76-7
| Catalog Number | F04-0004 |
| Category | Fluorescein FAM |
| Molecular Formula | C24H18N4O6 |
| Molecular Weight | 458.42 |
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Product Introduction
FAM azide, 6-isomer is a highly intricate and cutting-edge fluorescent labeling reagent renowned for its remarkable efficacy in the precise and targeted labeling of intricate biomolecules employed in the realm of biomedicine. Widely acknowledged for its unparalleled aptitude to seamlessly conjugate with proteins, nucleic acids, and peptides, particularly facilitating transformative applications like cellular imaging, flow cytometry, and ingenious drug delivery systems. By harnessing this remarkable product, scientists unlock unprecedented opportunities to decipher intricate biological processes, delving into the realms of profound protein-protein interactions and intricate cellular signaling pathways.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | N-(3-azidopropyl)-3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxamide; 6-Carboxyfluorescein azide; 6-FAM-Azide min. 95 %; 4-((3-AZIDOPROPYL)CARBAMOYL)-2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)BENZOESAURE; N-(3-Azidopropyl)-3-oxo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxamide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxamide |
| SMILES | C1=CC2=C(C=C1C(=O)NCCCN=[N+]=[N-])C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O |
| InChI | InChI=1S/C24H18N4O6/c25-28-27-9-1-8-26-22(31)13-2-5-16-19(10-13)24(34-23(16)32)17-6-3-14(29)11-20(17)33-21-12-15(30)4-7-18(21)24/h2-7,10-12,29-30H,1,8-9H2,(H,26,31) |
| InChIKey | JQDJGCPZDAATOX-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, 6-isomer is a fluorescein (FAM) derivative supplied as an azide-functional labeling reagent, enabling bioorthogonal conjugation workflows that rely on azide click chemistry. Its fluorescein-based emission is routinely used for fluorescence detection in microscopy and analytical assays, while the azide handle supports efficient attachment to complementary alkyne-bearing partners used in probe and conjugate construction.
1. Fluorescent Biomolecule Labeling
FAM azide, 6-isomer is used to introduce a fluorescein fluorophore into proteins, peptides, and other biomolecules during fluorescent conjugate development. Researchers commonly incorporate the azide functionality to generate dye-labeled reagents for binding studies, reagent tracking, and workflow validation in chemical biology laboratories. The fluorescein readout supports routine fluorescence imaging and quantitative fluorescence measurements when paired with appropriate excitation/emission filter sets or plate reader settings.
2. Click-Constructed Fluorescent Probes
FAM azide, 6-isomer serves as a key building block for constructing click-linked fluorescent probes, including multi-component imaging reagents and assay-tagged affinity tools. In probe development workflows, the azide group is leveraged to couple the fluorescein label onto targeting scaffolds or recognition elements that carry an alkyne handle, producing modular probes for cellular imaging and analytical detection. This approach is frequently adopted in fluorescence probe development because it allows late-stage assembly of fluorescent functionality onto complex probe architectures.
3. Oligonucleotide and Nucleic Acid Tagging
FAM azide, 6-isomer is employed in nucleic acid labeling strategies where fluorescein-tagged oligonucleotides are needed for fluorescence-based readouts. The azide functionality enables click coupling to alkyne-modified strands or nucleic-acid-associated constructs used in hybridization workflows and nucleic-acid analysis tool development. Fluorescein labeling is also used to visualize labeled oligonucleotides during assay optimization, electrophoretic tracking, and fluorescence-based monitoring of nucleic-acid workflows.
4. Fluorescence Microscopy Staining Probes
FAM azide, 6-isomer is incorporated into microscopy-oriented fluorescent staining reagents and imaging conjugates that are assembled via azide-alkyne click chemistry. In cellular imaging workflows, the fluorescein label provides a convenient optical handle for tracking labeled biomolecular components, reagent localization, and imaging-based assay development. Researchers use click-assembled fluorescein conjugates to maintain flexibility in probe design, particularly when the fluorescent tag must be appended to complex ligands or surface-associated materials without relying on direct dye-biomolecule conjugation chemistry.
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 |
|---|---|---|
| US-2020190045-A1 | Ferroportin inhibitors and methods of use | 2018-12-13 |
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