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4,4-Difluoro-1,3-dimethyl-4-bora-3a,4a-diaza-s-indacene | CAS 154793-49-4
| Catalog Number | F01-0146 |
| Category | BODIPY |
| Molecular Formula | C11H11BF2N2 |
| Molecular Weight | 220.03 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BODIPY dyes are used to generate fluorescent conjugates of proteins, nucleotides, oligonucleotides and dextrans, as well as to prepare fluorescent enzyme substrates, fatty acids, phospholipids, lipopolysaccharides, receptor ligands and polystyrene microspheres.
Chemical Information
Product Specification
Application
Computed Properties
| Synonyms | 2,2-difluoro-4,6-dimethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene;2,2-difluoro-4,6-dimethyl-1; BOFA; 4,4-Difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-3-indacene; 5,5-Difluoro-1,3-dimethyl-5H-5lambda4,6lambda4-dipyrrolo[1,2-c:2',1'-f][1,3; 2,2-difluoro-4,6-dimethyl-1|E?,3-diaza-2-boratricyclo[7.3.0.0?,?]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide;Boron, (2-((3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-1H-pyrrolato-N1,N2)difluoro-, (T-4)- |
| IUPAC Name | 2,2-difluoro-4,6-dimethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene |
| Canonical SMILES | [B-]1(N2C(=CC(=C2C=C3[N+]1=CC=C3)C)C)(F)F |
| InChI | InChI=1S/C11H11BF2N2/c1-8-6-9(2)16-11(8)7-10-4-3-5-15(10)12(16,13)14/h3-7H,1-2H3 |
| InChIKey | PIHALWZKFOHBCB-UHFFFAOYSA-N |
| Excitation | 494 |
| Emission | 517 |
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] |
| Precautionary Statement Codes | P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
4,4-Difluoro-1,3-dimethyl-4-bora-3a,4a-diaza-s-indacene, known as BODIPY, is a versatile fluorescent dye with diverse applications in bioscience and industry. Here are four key applications of BODIPY:
Fluorescence Microscopy: Widely employed in fluorescence microscopy, BODIPY dyes boast a high fluorescence quantum yield and exceptional photostability, rendering them ideal for labeling and imaging biological samples. Researchers harness the power of BODIPY dyes to visualize cellular components, tracking dynamic processes such as protein localization, DNA synthesis, and intracellular trafficking in real-time with precision.
Flow Cytometry: In the realm of flow cytometry, BODIPY dyes play a crucial role in staining cells for the analysis of cell populations. Their intense fluorescence grants the ability to differentiate and quantify specific cell types or subpopulations based on surface markers, facilitating tasks like immunophenotyping, cell sorting, and investigating cellular responses in fields ranging from cancer research to immunology with granularity and depth.
Chemical Sensing: Delving into the realm of chemical sensing, BODIPY derivatives stand out as sensitive sensors responsive to environmental fluctuations. Through strategic modifications to the BODIPY core structure, sensors are tailored to detect variations in pH, ion concentrations, or the presence of specific analytes. These sensors offer invaluable insights in the realms of analytical chemistry and environmental monitoring, enabling precise detection and monitoring of diverse substances and conditions.
Photodynamic Therapy: Unlocking the potential in photodynamic therapy (PDT), BODIPY compounds can be engineered for targeted cancer treatment. When exposed to specific light wavelengths, BODIPY molecules unleash reactive oxygen species that trigger cancer cell apoptosis while minimizing harm to surrounding healthy tissues. This tailored approach not only enhances the efficacy of cancer treatments but also showcases the potential of BODIPY in driving advancements in cancer therapy.
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 220.0983348 g/mol |
| Monoisotopic Mass | 220.0983348 g/mol |
| Topological Polar Surface Area | 7.9Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 428 |
| 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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