
BDP 630/650 maleimide | CAS 2183473-31-4
| Catalog Number | F01-0008 |
| Category | BODIPY |
| Molecular Formula | C29H23N4BF2O4S |
| Molecular Weight | 572.39 |
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Product Introduction
BDP 630/650 is a far red emitting borondipyrromethene based fluorophore for the Cyanine5 channel. Because of its relatively long lifetime of the excited state, this dye is particularly useful for fluorescence lifetime related measurements. The reactive maleimide moiety allows to attach the dye to thiol groups in biomolecules, especially proteins and peptides.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2-[4-[(E)-2-(2,2-difluoro-12-thiophen-2-yl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl)ethenyl]phenoxy]-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]acetamide; BDP630/650maleimide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2-[4-[(E)-2-(2,2-difluoro-12-thiophen-2-yl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl)ethenyl]phenoxy]-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]acetamide |
| SMILES | [B-]1(N2C(=CC=C2C=CC3=CC=C(C=C3)OCC(=O)NCCN4C(=O)C=CC4=O)C=C5[N+]1=C(C=C5)C6=CC=CS6)(F)F |
| InChI | InChI=1S/C29H23BF2N4O4S/c31-30(32)35-21(7-8-22(35)18-23-9-12-25(36(23)30)26-2-1-17-41-26)6-3-20-4-10-24(11-5-20)40-19-27(37)33-15-16-34-28(38)13-14-29(34)39/h1-14,17-18H,15-16,19H2,(H,33,37)/b6-3+ |
| InChIKey | LMIIPOTZFMFCQX-ZZXKWVIFSA-N |
| Solubility | good in DMF, DMSO |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 97000 |
| Fluorescence Quantum Yield | 0.91 |
| Excitation | 628 |
| Emission | 642 |
| 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. |
Application
BDP 630/650 maleimide is a maleimide-functional fluorescent dye designed for thiol-directed labeling, enabling efficient conjugation to cysteine-containing biomolecules and thiol-bearing biomaterials. Its long-wavelength emission supports fluorescence imaging workflows where reduced background and deep-red signal detection are advantageous, and the reactive maleimide handles common bioconjugation formats used in chemical biology and materials research.
1. Protein Thiol Labeling
BDP 630/650 maleimide is used to fluorescently tag proteins and peptides through reaction with accessible thiol groups, supporting visualization of purified targets, tracking of binding partners, and preparation of labeled reagents for downstream assays. Researchers frequently incorporate this dye into antibody or affinity-reagent labeling workflows where cysteine residues or engineered thiols provide controlled attachment, and the resulting conjugates are then used in fluorescence microscopy, gel-based fluorescence readouts, and fluorescence imaging of biomolecular interactions.
2. Biomaterial Surface Conjugation
BDP 630/650 maleimide supports fluorescent functionalization of thiol-reactive surfaces and biomaterials, including polymer coatings, hydrogel matrices, and nanoparticle interfaces that present sulfhydryl groups for coupling. In biomaterials science workflows, the dye-conjugated materials are used to monitor surface coverage, study material-biomolecule association, and enable spatial mapping of functionalized regions in microscopy-based characterization of engineered constructs.
3. Fluorescent Probe Construction
BDP 630/650 maleimide is commonly used as a building block for constructing fluorescent probes and labeled molecular components where a defined dye-biomolecule conjugate is required. Chemical biology teams use the maleimide handle to prepare dye-labeled ligands, affinity probes, and component libraries that can be integrated into fluorescence-based binding studies, imaging reagent development, and assay development platforms requiring a red-emitting fluorophore for multiplex-friendly spectral design.
4. Cell Labeling Reagent Development
BDP 630/650 maleimide is applied in research workflows that require fluorescent labeling of cell-associated thiols, such as labeling of cell-surface proteins or preparation of fluorescently tagged biomolecular reagents used in cellular imaging experiments. By coupling the dye to thiol-bearing targeting ligands or engineered cysteine-containing constructs, investigators generate red-emitting labeling reagents that support microscopy-based localization studies and fluorescence readouts in cell biology and imaging assay development.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 9 |
| Exact Mass | 572.1501129 g/mol |
| Monoisotopic Mass | 572.1501129 g/mol |
| Topological Polar Surface Area | 112Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 1230 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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