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BDP 581/591 DBCO
| Catalog Number | R09-0001 |
| Category | BODIPY |
| Molecular Formula | C43H39N4BF2O2 |
| Molecular Weight | 692.60 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| R09-0001 | -- | $-- |
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Product Introduction
BDP 581/591 is a borondipyrromethene dye with a conjugated olefinic system. It can be used either as a regular fluorophore, or as a probe for the detection of reactive oxygen species (ROS); after oxidation, its fluorescence moves to the green part of the spectrum. This is a version of the dye containing cyclooctyne. The DBCO (azodibenzocyclooctyne) moiety can be conjugated with azides yielding stable triazole conjugates.
Chemical Information |
|
|---|---|
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-[6-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-6-oxohexyl]-3-[2,2-difluoro-12-[(1E,3E)-4-phenylbuta-1,3-dienyl]-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]propanamide |
| Canonical SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCCCCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)C=C6[N+]1=C(C=C6)C=CC=CC7=CC=CC=C7)(F)F |
| InChI | InChI=1S/C43H39BF2N4O2/c45-44(46)49-37(19-10-6-15-33-13-3-1-4-14-33)24-26-39(49)31-40-27-25-38(50(40)44)28-29-42(51)47-30-12-2-5-21-43(52)48-32-36-18-8-7-16-34(36)22-23-35-17-9-11-20-41(35)48/h1,3-4,6-11,13-20,24-27,31H,2,5,12,21,28-30,32H2,(H,47,51)/b15-6+,19-10+ |
| InChI Key | BZVKNKJKBRSURT-XRCDMQDDSA-N |
| Solubility | good in DMF, DMSO, DCM |
| Appearance | dark purple solid |
- Product Specification
- Application
| ε, L⋅mol-1⋅cm-1 | 104000 |
| Fluorescence Quantum Yield | 0.83 |
| Excitation | 585 |
| Emission | 594 |
| Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
BDP 581/591 DBCO is widely utilized in bioimaging applications due to its excellent photostability and fluorescence properties. The molecule's excitation and emission spectra make it ideal for use in fluorescence microscopy, enabling researchers to visualize and track biological processes with high resolution and minimal background interference. Its compatibility with various biological environments allows it to label biomolecules, providing critical insights into cellular mechanisms and disease pathogenesis.
In click chemistry, BDP 581/591 DBCO serves as a versatile tool for bioconjugation. The strained alkyne group in DBCO reacts efficiently with azides through a copper-free click reaction, forming stable triazole linkages without the need for toxic catalysts. This enables the rapid and specific labeling of proteins, nucleic acids, and other biomolecules, facilitating the development of bioconjugates for therapeutic and diagnostic purposes. Such applications are crucial in advancing targeted drug delivery systems and biosensor technologies.
BDP 581/591 DBCO is also employed in the development of fluorescent probes for detecting and quantifying biomolecular interactions. Its high sensitivity and selectivity make it an excellent candidate for studying enzyme activities, protein-protein interactions, and other dynamic biological processes. Researchers can leverage these properties to investigate the kinetics and mechanisms of various biochemical reactions, contributing to the discovery of new therapeutic targets and the optimization of biochemical assays.
In the field of drug discovery, BDP 581/591 DBCO plays a pivotal role in high-throughput screening and lead compound identification. By conjugating BDP 581/591 DBCO to small molecules or peptides, researchers can create fluorescent libraries that facilitate the rapid screening of potential drug candidates against various targets. This approach accelerates the identification of active compounds, streamlines the drug development process, and enhances the efficiency of preclinical research. The integration of BDP 581/591 DBCO in these workflows significantly reduces the time and cost associated with drug discovery.
Computed Properties | |
|---|---|
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 12 |
| Exact Mass | 692.3134130 g/mol |
| Monoisotopic Mass | 692.3134130 g/mol |
| Topological Polar Surface Area | 57.4Ų |
| Heavy Atom Count | 52 |
| Formal Charge | 0 |
| Complexity | 1530 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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