
BDP FL azide | CAS 1379771-95-5
| Catalog Number | F01-0011 |
| Category | BODIPY |
| Molecular Formula | C17H21BF2N6O |
| Molecular Weight | 374.20 |
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Product Introduction
BDP FL azide is an analog of BODIPY® FL azide, a Click-chemistry capable bright and photostable dye for FAM channel. This green-emitting fluorophore is compatible with all types of fluorescence measuring instruments for FAM (fluorescein) and dyes like Alexa® Fluor 488. The fluorophore is a representative of borondipyrromethene class of fluorescent dyes, which possess high quantum yields in aqueous environments, and high stability towards photobleaching.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Related CAS | 2243566-18-7 |
| Synonyms | N-(3-azidopropyl)-3-(5,5-difluoro-7,9-dimethyl-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanamide; N-(3-azidopropyl)-3-(2,2-difluoro-10,12-dimethyl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)propanamide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-3-(2,2-difluoro-10,12-dimethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl)propanamide |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCCCN=[N+]=[N-])C=C3[N+]1=C(C=C3C)C)(F)F |
| InChI | InChI=1S/C17H21BF2N6O/c1-12-10-13(2)25-16(12)11-15-5-4-14(26(15)18(25,19)20)6-7-17(27)22-8-3-9-23-24-21/h4-5,10-11H,3,6-9H2,1-2H3,(H,22,27) |
| InChIKey | IKOHTCNDGJLUHG-UHFFFAOYSA-N |
| Solubility | soluble in organic solvents (alcohols, DMF, DMSO) |
| Appearance | orange solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 92000 |
| Fluorescence Quantum Yield | 0.97 |
| Excitation | 503 |
| Emission | 509 |
| 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
BDP FL azide is a BODIPY-based fluorescent azide reagent designed for copper-free click chemistry workflows that connect a bright BDP fluorophore to biomolecules, polymers, and surfaces. Its azide functionality enables efficient strain-promoted azide-alkyne cycloaddition (SPAAC) labeling, making it a practical fluorophore building block for constructing fluorescent conjugates used in microscopy, flow cytometry, and fluorescence-based assay development. The BDP FL scaffold provides strong visible fluorescence for tracking labeled targets in complex biological and materials environments.
1. Biomolecule Labeling
BDP FL azide is frequently used by chemical biology and protein engineering teams to fluorescently label biomolecules through SPAAC-compatible bioconjugation strategies. Researchers incorporate the azide-bearing fluorophore into peptides, proteins, and other functional ligands that carry complementary cyclooctyne/alkyne handles, enabling stable covalent tagging for downstream imaging and quantification workflows. This labeling approach is commonly selected when a robust, covalent fluorescent conjugate is required for tracking biomolecule distribution, binding behavior, or transport in assay buffers without relying on adsorption-based stains.
2. Fluorescence Microscopy Tracing
BDP FL azide supports fluorescence microscopy experiments where covalent fluorescent tagging is needed to visualize labeled targets in cells or biomaterial-associated systems. Imaging teams use the reagent to generate fluorescent conjugates that can be introduced into microscopy samples, allowing spatial localization of the labeled species with BODIPY fluorescence in the visible range. Because the labeling is click-enabled and does not require dye-attachment steps that can compromise biomolecule integrity, BDP FL azide is often used in experimental pipelines that combine conjugate preparation with confocal or widefield imaging for tracking labeled structures over time.
3. Flow Cytometry Staining
BDP FL azide is used in flow cytometry workflows to prepare fluorescently labeled reagents for quantitative analysis of cell-associated signals. By generating azide-to-alkyne fluorescent conjugates, researchers can stain cell populations with defined fluorescent tags that report on the presence of the labeled biomolecule or binding partner in a controlled, covalent format. This makes the reagent relevant for assay development and screening studies where consistent fluorescent labeling chemistry is important for comparing signal across experimental conditions, such as in receptor-binding studies or labeled affinity reagent characterization.
4. Polymer And Surface Functionalization
BDP FL azide is also applied in biomaterials and materials chemistry to introduce fluorescent functionality onto polymers and engineered surfaces via click-compatible coupling. Researchers use the azide to create fluorescently labeled materials that can be imaged to assess coating uniformity, surface distribution, or material-biomolecule interactions. In platform development contexts, BDP FL azide helps generate fluorescent materials for microscopy readouts and fluorescence-based characterization, including studies where covalent attachment of the fluorophore is preferred over physically adsorbed dyes.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 7 |
| Exact Mass | 374.1837958 g/mol |
| Monoisotopic Mass | 374.1837958 g/mol |
| Topological Polar Surface Area | 51.4Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 771 |
| 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-2020210158-A1 | Compounds that induce ferroptic cell death | 2019-04-06 |
| US-2022089602-A1 | Compounds that induce ferroptic cell death | 2019-04-06 |
| EP-3399967-A2 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
| US-2019022032-A1 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
| WO-2017120296-A2 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
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