
BODIPY FL Phenyl Alkyne | CAS 628729-80-6
| Catalog Number | F01-0260 |
| Category | BODIPY |
| Molecular Formula | C21H19BF2N2 |
| Molecular Weight | 348.20 |
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Product Introduction
BODIPY FL Phenyl Alkyne is a fluorescent dye featuring the BODIPY (boron-dipyrromethene) chromophore, known for its high fluorescence quantum yield and photostability. This compound bears an alkyne functional group, enabling bioorthogonal conjugation through copper-catalyzed azide-alkyne cycloaddition (CuAAC), making it suitable for labeling biomolecules in complex biological systems. Its distinct excitation and emission profiles facilitate its use in fluorescence microscopy and flow cytometry, where it serves as a reliable reporter molecule for tracking molecular interactions and cellular processes.
Chemical Information
Application
Chemical Information
| Related CAS | 1461658-75-2 (Deleted CAS) |
| IUPAC Name | 8-(4-ethynylphenyl)-2,2-difluoro-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene |
| SMILES | [B-]1(N2C(=CC(=C2C(=C3[N+]1=C(C=C3C)C)C4=CC=C(C=C4)C#C)C)C)(F)F |
| InChI | InChI=1S/C21H19BF2N2/c1-6-17-7-9-18(10-8-17)19-20-13(2)11-15(4)25(20)22(23,24)26-16(5)12-14(3)21(19)26/h1,7-12H,2-5H3 |
| InChIKey | BWPZDONCASGPRX-UHFFFAOYSA-N |
Application
BODIPY FL Phenyl Alkyne is a BODIPY-based fluorescent labeling reagent bearing an alkyne handle for bioorthogonal click chemistry workflows. Its BODIPY fluorescence supports bright visualization in fluorescence microscopy and fluorescence-based assays, while the terminal alkyne enables downstream conjugation to azide-functional biomolecules, linkers, and surfaces for targeted probe construction. Researchers use it to build fluorescent conjugates where the dye payload needs to be installed through a reliable click-ready functional group.
1. Click-Based Biomolecule Labeling
BODIPY FL Phenyl Alkyne is used to generate fluorescently labeled proteins, peptides, and other biomolecules via azide-alkyne click conjugation, enabling modular assembly of labeling reagents for chemical biology studies. In practice, teams functionalize biomolecules or affinity reagents with azide groups and then attach the BODIPY fluorophore using this alkyne handle to produce stable fluorescent conjugates for tracking binding events, monitoring biomolecule localization, and supporting imaging-based readouts. The BODIPY FL emission is commonly leveraged for microscopy workflows where bright, dye-based signal is required without introducing bulky labeling strategies.
2. Fluorescence Microscopy Tracing
BODIPY FL Phenyl Alkyne is frequently incorporated into fluorescent conjugates used for cellular and materials imaging, where researchers want to visualize tagged biomolecular components or fluorescently labeled probes assembled by click chemistry. By installing the dye through the alkyne functional group, imaging teams can tailor labeling density and conjugate architecture (for example, attaching the fluorophore to targeting ligands, polymers, or biomaterial coatings) while keeping the fluorescent payload consistent across experiments. The resulting BODIPY-labeled constructs are used to follow spatial distribution, uptake or association patterns, and co-localization with other fluorescent markers in standard fluorescence microscopy setups.
3. FRET Pair and Donor Construction
BODIPY FL Phenyl Alkyne is also applied in fluorescence resonance energy transfer (FRET) assay development when a BODIPY-based donor fluorophore is required in a click-assembled architecture. Researchers build donor-acceptor conjugates by attaching this alkyne dye to azide-bearing acceptors or to scaffold molecules that bring donor and acceptor into defined proximity. This approach supports the development of fluorescence-based reporting systems where signal changes depend on fluorophore arrangement in the final conjugate, including probe formats used in biochemical assay development and molecular imaging reagent optimization.
4. Fluorescent Surface and Polymer Functionalization
BODIPY FL Phenyl Alkyne supports the preparation of fluorescently functionalized polymers, hydrogels, and engineered surfaces through click chemistry, enabling researchers to incorporate a defined fluorescent tag into material systems. Materials scientists and biomaterials groups commonly use azide-functional coatings or polymer backbones and then attach the BODIPY fluorophore using the alkyne handle to create trackable interfaces for imaging, material characterization, and localization studies. This workflow is particularly useful when the fluorescent label must be installed after polymer formation or when modular dye attachment is preferred for reproducible material-to-material comparisons.
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