
BDP FL alkyne | CAS 302795-84-2
| Catalog Number | R02-0016 |
| Category | Alkynes |
| Molecular Formula | C17H18BF2N3O |
| Molecular Weight | 329.15 |
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Product Introduction
Alkyne derivative of BDP FL, an analog of BODIPY® FL alkyne. BDP FL is a borondipyrromethene dye, a bright and photostable fluorophore which emits in fluorescein (FAM) channel. Unlike FAM, BDP FL is very photostable. Its brightness is similar to fluorescein. This alkyne can be conjugated with a number of azide-containing molecules by copper-catalyzed Click Chemistry.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 5,5-Difluoro-1,3-dimethyl-7-(3-oxo-3-(prop-2-yn-1-ylamino)propyl)-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide; 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)-N-prop-2-ynylpropanamide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 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)-N-prop-2-ynylpropanamide |
| SMILES | [B-]1(N2C(=CC(=C2C=C3[N+]1=C(C=C3)CCC(=O)NCC#C)C)C)(F)F |
| InChI | InChI=1S/C17H18BF2N3O/c1-4-9-21-17(24)8-7-14-5-6-15-11-16-12(2)10-13(3)22(16)18(19,20)23(14)15/h1,5-6,10-11H,7-9H2,2-3H3,(H,21,24) |
| InChIKey | MNNMNNMEHKMADE-UHFFFAOYSA-N |
| Solubility | Good in organic solvents (DMF, DMSO, dichlromethane), limited in water |
| 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 alkyne is a fluorescent alkyne building block designed for click-chemistry conjugation workflows, enabling efficient incorporation of a BODIPY-based fluorophore into biomolecules, probes, and labeled materials. Its reactive alkyne handle supports bioorthogonal labeling strategies that are widely used in fluorescence microscopy and fluorescence-based assay development, where stable covalent attachment of the dye is required for robust imaging and quantification.
1. Biomolecule Labeling
BDP FL alkyne is used as a fluorescent click handle for labeling proteins, peptides, and other biomolecular constructs in chemical biology workflows. Researchers incorporate the alkyne-bearing dye into targeting ligands or affinity reagents and then perform conjugation to azide-functional partners to generate covalently labeled probes for fluorescence imaging, binding studies, and reagent characterization. This approach is particularly useful when downstream experiments require consistent dye attachment rather than noncovalent staining.
2. Fluorescent Probe Construction
BDP FL alkyne supports fluorescent probe development where a BODIPY fluorophore is appended to a functional scaffold through click-compatible coupling. In probe construction, the alkyne enables modular assembly of imaging reagents for microscopy and fluorescence readouts, including labeled affinity probes, tracking reagents, and assay components used to monitor biomolecule interactions in solution or on surfaces. The dye's bright visible fluorescence makes it a practical choice for constructing multi-component fluorescent tools where the conjugate identity must be defined by the click-assembled structure.
3. Surface And Biomaterial Functionalization
BDP FL alkyne is applied in biomaterials science and surface engineering to introduce fluorescent functionality onto polymers, hydrogels, and other functional substrates via click-based attachment to azide-bearing surfaces or coatings. Researchers use the resulting fluorescently labeled materials to visualize material distribution, track surface modification efficiency, and enable fluorescence-based characterization of interfaces in microscopy and imaging workflows. This labeling strategy is commonly used when covalent dye incorporation is needed to maintain signal stability during washing and imaging steps.
4. Multicolor Imaging Workflows
BDP FL alkyne is frequently incorporated into multicolor fluorescence experiments as a defined fluorescent component within larger labeling panels. By using click chemistry to attach the dye to specific biomolecular targets or probe scaffolds, researchers can build imaging reagents that maintain consistent fluorophore placement and enable reliable co-localization studies with other fluorescent labels. The modular alkyne functionality helps streamline reagent preparation for microscopy experiments where reproducible conjugate composition is important.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 329.1510987 g/mol |
| Monoisotopic Mass | 329.1510987 g/mol |
| Topological Polar Surface Area | 37Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 704 |
| 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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