![(E)-10-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)-3-(4-(dimethylamino)styryl)-5,5-difluoro-1,7,9-trimethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide](https://resource.bocsci.com/structure/949108-72-9.gif)
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BDP 581/591 NHS ester | CAS 654651-21-5
| Catalog Number | R01-0006 |
| Category | BODIPY |
| Molecular Formula | C26H22N3BF2O4 |
| Molecular Weight | 489.28 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP 581/591 is a borondipyrromethene dye that has relatively long fluorescence lifetime and two photon excitation cross section. It is useful for fluorescence polarization assays. Due to the presence of a diene system, it can react with reactive oxygen species (ROS) with a change of fluorescence. This is the NHS ester derivative for the conjugation with primary and secondary amine groups of proteins, peptides, and other molecules.
Chemical Information
Product Specification
Computed Properties
| Synonyms | BDP581/591NHSester |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 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]propanoate |
| Canonical SMILES | [B-]1(N2C(=CC=C2CCC(=O)ON3C(=O)CCC3=O)C=C4[N+]1=C(C=C4)C=CC=CC5=CC=CC=C5)(F)F |
| InChI | InChI=1S/C26H22BF2N3O4/c28-27(29)30-20(9-5-4-8-19-6-2-1-3-7-19)10-12-22(30)18-23-13-11-21(31(23)27)14-17-26(35)36-32-24(33)15-16-25(32)34/h1-13,18H,14-17H2/b8-4+,9-5+ |
| InChIKey | HHJAMTPLXKVOAY-KBXRYBNXSA-N |
| Solubility | good in DMF, DMSO, DCM |
| Appearance | dark colored solid |
| ε, L⋅mol-1⋅cm-1 | 104000 |
| Fluorescence Quantum Yield | 0.83 |
| Excitation | 585 |
| Emission | 594 |
| Storage | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 8 |
| Exact Mass | 489.1671427 g/mol |
| Monoisotopic Mass | 489.1671427 g/mol |
| Topological Polar Surface Area | 71.6Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 1070 |
| 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 |
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