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Bodipy C12-Ceramide | 1246355-58-7
| Catalog Number | F01-0046 |
| Category | BODIPY |
| Molecular Formula | C42H70N3O3F2 |
| Molecular Weight | 713.83 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| F01-0046 | -- | $-- |
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Product Introduction
BODIPY-C12 Ceramide (B12Cer) is a C12 ceramide that is tagged with the fluorophore BODIPY. It is produced from the hydrolysis of BODIPY-C12 sphingomyelin by acid sphingomyelinase and is useful for quantification of acid sphingomyelinase activity in plasma from patients with Niemann-Pick disease.
Chemical Information |
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|---|---|
| Synonyms | BODIPY-C12 Ceramide;N-[11-(dipyrrometheneboron difluoride)undecanoyl]-D-erythro-sphingosine; N-[11-(TopFluor)undecanoyl]-D-erythro-sphingosine; C11 TopFluor® Ceramide |
| Purity | ≥98% |
| Shelf Life | 1 Year |
| IUPAC Name | 11-(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-pentaen-8-yl)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]undecanamide |
| Canonical SMILES | [B-]1(N2C(=CC(=C2C(=C3[N+]1=C(C=C3C)C)CCCCCCCCCCC(=O)NC(CO)C(C=CCCCCCCCCCCCCC)O)C)C)(F)F |
| InChI | InChI=1S/C42H70BF2N3O3/c1-6-7-8-9-10-11-12-13-14-15-19-22-25-28-39(50)38(32-49)46-40(51)29-26-23-20-17-16-18-21-24-27-37-41-33(2)30-35(4)47(41)43(44,45)48-36(5)31-34(3)42(37)48/h25,28,30-31,38-39,49-50H,6-24,26-27,29,32H2,1-5H3,(H,46,51)/b28-25+/t38-,39+/m0/s1 |
| InChI Key | NGWZKZIJSBUOIZ-BOOOSZIVSA-N |
| Appearance | Dark Orange to Red Solid |
| Melting Point | >67°C (dec.) |
- Product Specification
- Application
| Excitation | 505 nm |
| Emission | 540 nm |
| Storage | Store at -20°C |
Bodipy C12-Ceramide, a fluorescent lipid probe, is employed in diverse scientific research endeavors. Below are the key applications of Bodipy C12-Ceramide:
Cellular Imaging: In the realm of fluorescence microscopy, Bodipy C12-Ceramide plays a pivotal role in unraveling the dynamics of ceramide, a pivotal lipid signal within cells. By fluorescently labeling ceramide with the Bodipy dye, researchers are able to visually track its localization and movements within live cells in real-time. This aids in comprehending the intricate role of ceramide in pivotal cellular processes like apoptosis, cell growth, and stress responses.
Membrane Dynamics Studies: Delving into lipid membrane behavior and organization, Bodipy C12-Ceramide emerges as a critical compound for studying phenomena like lipid raft formation, membrane fusion, and lipid-protein interactions. This deep dive into membrane dynamics facilitates a better understanding of membrane integrity and cell signaling pathways, shedding light on the intricate mechanisms governing cellular processes.
Lipid Metabolism Research: A key tool for exploring lipid metabolism and ceramide-related pathways, Bodipy C12-Ceramide serves as a doorway to investigating the synthesis, metabolism, and regulation of ceramide within the cellular milieu. This exploration is crucial for unraveling the biochemical foundations of various diseases, including metabolic disorders and cancer, offering insights into pathways that influence cellular health and disease progression.
Drug Screening and Development: Within the realm of pharmaceutical research, Bodipy C12-Ceramide finds utility in high-throughput screening of compounds that modulate ceramide pathways. By closely monitoring changes in ceramide dynamics, researchers can pinpoint potential therapeutic agents targeting sphingolipid metabolism. This application holds immense value in the development of drugs aimed at treating maladies linked to ceramide dysregulation, such as neurodegenerative diseases and cancer.
Computed Properties | |
|---|---|
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 27 |
| Exact Mass | 713.5478296 g/mol |
| Monoisotopic Mass | 713.5478296 g/mol |
| Topological Polar Surface Area | 77.5Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 1140 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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