![5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine](https://resource.bocsci.com/structure/954147-80-9.gif)
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine | CAS 954147-80-9
| Catalog Number | F01-0114 |
| Category | BODIPY |
| Molecular Formula | C13H9BF2N2O |
| Molecular Weight | 258.035 |
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Product Introduction
5,5-Difluoro-10-(furan-2-yl)-5H-4λ⁴,5λ⁴-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine is a boron-dipyrromethene (BODIPY) derivative known for its stable fluorescent properties and sharp absorption and emission spectra. The compound features a conjugated aromatic system that facilitates efficient energy transfer and exhibits strong fluorescence, making it suitable for use in fluorescence microscopy and flow cytometry. Its furan moiety contributes to its unique spectral behavior, allowing it to function as a versatile fluorophore in various bioimaging applications, including intracellular tracking and molecular labeling.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | 1,3,5,7,8-Pentamethyl-8-furanyl-pyrromethene-difluoroborate |
| SMILES | [F-][B+3]1([N]2=CC=CC2=C(C3=CC=CO3)C4=CC=C[N-]41)[F-] |
Product Specification
| Excitation | 649 |
| Emission | 667 |
| Storage | Store at -20°C |
Application
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine is a boron-containing fluorescent scaffold that is commonly leveraged in fluorescence probe development and dye engineering workflows where boron-stabilized emission and heteroaromatic substitution are used to tune optical response. Researchers use this scaffold as a modular building block for constructing conjugatable fluorophores and imaging reagents, including platforms where boron-based chromophores are incorporated into larger molecular frameworks for fluorescence readout. Its heteroaryl (furan) substitution and difluoro substitution support chemical diversification for downstream labeling strategies in chemical biology and materials imaging.
1. Fluorescent Probe Building Block
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine is used by fluorescence probe developers as a starting fluorophore scaffold for creating new detection reagents and labeling dyes. In chemical biology programs, teams incorporate this type of boron-containing chromophore into larger conjugates designed for optical tracking in assay development and molecular imaging studies, where the fluorophore serves as the signal reporter while targeting or recognition elements are introduced elsewhere in the final construct. The scaffold's defined aromatic structure also makes it practical for medicinal-chemistry-style fluorophore optimization, where iterative structural changes are used to adjust brightness, spectral positioning, and conjugation handles in the final probe.
2. Fluorescence Labeling Conjugates
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine is frequently incorporated into dye-conjugate synthesis workflows aimed at producing fluorescent labeling reagents for biomolecule and material studies. In research labs, this scaffold is selected when a boron-containing fluorophore is desired as the reporter unit within a conjugate, enabling fluorescent tagging of larger constructs used in microscopy, spectroscopy-based assays, and imaging reagent development. Scientists typically use the resulting labeled materials or conjugates to visualize distribution, monitor binding in assay formats, or provide fluorescent traceability in experimental workflows where the fluorophore's robust aromatic framework supports reproducible optical performance across labeling batches.
3. Molecular Imaging Reagent Development
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine supports molecular imaging reagent development by providing a compact chromophore core that can be integrated into imaging-active molecules. Imaging teams use boron-based fluorophore scaffolds to build experimental probes for fluorescence microscopy and fluorescence-based readouts, where the chromophore functions as the emissive center and the surrounding chemical architecture is tuned for compatibility with the intended sample matrix. This approach is common in preclinical research reagent development and in materials science imaging studies, where researchers evaluate how fluorophore structure influences signal behavior in real experimental conditions such as different solvents, polymer environments, or labeled macromolecular systems.
4. Fluorescent Materials and Polymer Tagging
5,5-Difluoro-10-(furan-2-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine is used in fluorescent materials research as a chromophore component for polymer tagging and solid or semi-solid imaging platforms. Materials scientists incorporate this scaffold into dye-doped polymer systems and functionalized matrices to create fluorescent labeling reagents for tracking, optical mapping, or fluorescence-based characterization of composite materials. The heteroaryl and difluoro substitution pattern supports chemical diversification during materials formulation, enabling researchers to tailor the fluorophore's integration into polymer architectures while maintaining a defined emissive unit for optical readout in microscopy and fluorescence spectroscopy workflows.
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