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9-(2,2-Dicyanovinyl)julolidine | 58293-56-4
| Catalog Number | A21-0014 |
| Category | Viscosity Probes |
| Molecular Formula | C16H15N3 |
| Molecular Weight | 249.31 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A21-0014 | 100 mg | $398 |
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Product Introduction
9-(2,2-Dicyanovinyl)julolidine (DCVJ) is a fluorescent probe for proteins. DCVJ is considered as a molecular rotor of which the fluorescence quantum yield is associated with viscosity.
Chemical Information |
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|---|---|
| Synonyms | DCVJ; 9-Julolidine Methylene Malononitrile; 2-[(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)methylene]-propanedinitrile |
| Purity | 98% |
| IUPAC Name | 2-(1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-trien-7-ylmethylidene)propanedinitrile |
| Canonical SMILES | C1CC2=CC(=CC3=C2N(C1)CCC3)C=C(C#N)C#N |
| InChI | InChI=1S/C16H15N3/c17-10-13(11-18)7-12-8-14-3-1-5-19-6-2-4-15(9-12)16(14)19/h7-9H,1-6H2 |
| InChI Key | LROAUBRDKLVBCP-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO, Chloroform |
| Density | 1.23±0.1 g/cm3 (Predicted) |
| Appearance | Solid Powder |
| MDL Number | MFCD01747392 |
- Product Specification
- Application
| Excitation | 450 nm |
| Emission | 480 nm (low viscosity solvents), 505 nm (high viscosity solvents) |
| Properties Quality Level | 100 |
| Storage | Store at -20°C |
| Signal | Warning |
| GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
9-(2,2-Dicyanovinyl)julolidine, a fluorescent dye renowned for its distinct photophysical characteristics, is a prized asset in a myriad of bioscience applications. Here are four key applications of 9-(2,2-Dicyanovinyl)julolidine:
Fluorescence Microscopy: Widely utilized in fluorescence microscopy, 9-(2,2-Dicyanovinyl)julolidine plays a pivotal role in the labeling and visualization of biological entities and structures. Its robust fluorescence properties facilitate the detection and monitoring of cellular components like proteins, nucleic acids, and organelles. Through the strategic use of this dye, researchers delve into the intricate realm of cellular dynamics and molecular interactions, observing the lively dance of biological processes in real-time.
Cellular Imaging: Within the domain of cellular imaging, 9-(2,2-Dicyanovinyl)julolidine emerges as a potent probe for accentuating cellular morphology and intracellular activities. By linking this dye to biomolecules such as antibodies or peptides, scientists achieve precise localization within the cellular microcosm. High-resolution imaging methodologies then unravel the nuances of cell structure, function, and interplay, painting a vivid portrait of the inner workings of living organisms.
Biosensor Development: Capitalizing on its unique photophysical attributes, 9-(2,2-Dicyanovinyl)julolidine becomes an exemplary candidate for the evolution of sophisticated biosensors. It lays the groundwork for the creation of fluorometric sensors engineered to detect specific biological analytes like enzymes, metabolites, or ions. These sensors find application in diverse fields ranging from medical diagnostics to environmental monitoring and biochemical exploration, driving innovation and advancing scientific frontiers.
Photodynamic Therapy: In the realm of photodynamic therapy (PDT), 9-(2,2-Dicyanovinyl)julolidine emerges as a potent ally, leveraging its photosensitizing prowess. When stimulated by light, this dye unleashes reactive oxygen species capable of selectively eradicating cancer cells. PDT utilizing 9-(2,2-Dicyanovinyl)julolidine heralds a minimally invasive therapeutic avenue, offering precise targeting of malignant tissues while safeguarding healthy cellular counterparts, a beacon of hope in the fight against cancer.
Computed Properties | |
|---|---|
| XLogP3 | 2.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 249.126597491 g/mol |
| Monoisotopic Mass | 249.126597491 g/mol |
| Topological Polar Surface Area | 50.8Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 437 |
| 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 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21328515 | 2011-02-25 | Fluorescence anisotropy of molecular rotors | Chemphyschem : a European journal of chemical physics and physical chemistry |
| 20041280 | 2010-02-01 | Fluorescent molecular rotors as dyes to characterize polysorbate-containing IgG formulations | Pharmaceutical research |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2022308064-A1 | Characterization of protein binding to per- and polyfluoroalkyl substances | 2021-03-26 |
| CN-112937628-A | Train brake cylinder pressure control method and system | 2021-03-12 |
| EP-3913010-A1 | Simplified method for polyurethane synthesis control based on the use of fluorescent probes | 2020-05-21 |
| WO-2021156647-A1 | Robotic kitchen hub systems and methods for minimanipulation library | 2020-02-06 |
| WO-2020249823-A1 | Nano-rheological biomarkers for early and improved follow-up of pathologies associated to rbc deformability alteration | 2019-06-14 |
Applications of Fluorescent Probes & Dyes
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