
BDP 650/665 maleimide
| Catalog Number | F01-0246 |
| Category | BODIPY |
| Molecular Formula | C29H24N5BF2O4 |
| Molecular Weight | 555.34 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP 650/665 is a bright, red emitting fluorophore for Cyanine5 (Cy5) channel. The dye has a high molar extinction coefficient, and a good emission quantum yield. The dye is moderately hydrophobic, but can be used to label biomolecules in aqueous environment, so it is a good alternative to Cy5.,Maleimide is a thiol reactive group. The compound can be used for the labeling of cysteine residues of proteins and peptides, among other SH-containing molecules.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2-[4-[(E)-2-[2,2-difluoro-12-(1H-pyrrol-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=CN6)(F)F |
| InChI | InChI=1S/C29H24BF2N5O4/c31-30(32)36-21(7-8-22(36)18-23-9-12-26(37(23)30)25-2-1-15-33-25)6-3-20-4-10-24(11-5-20)41-19-27(38)34-16-17-35-28(39)13-14-29(35)40/h1-15,18,33H,16-17,19H2,(H,34,38)/b6-3+ |
| InChIKey | HSASGSGBWHUXKT-ZZXKWVIFSA-N |
| Solubility | Good in DMF, DMSO, low in water |
| Appearance | Dark colored solid |
Product Specification
| CF260 | 0.04 |
| CF280 | 0.04 |
| Mass Spec M+ Increment | 555.2 |
| Excitation | 649 |
| Emission | 667 |
| Storage | 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 650/665 maleimide is a BODIPY-based far-red fluorescent labeling reagent bearing a maleimide functional group for efficient conjugation to thiols. Its red-shifted emission supports fluorescence microscopy and fluorescence-based readouts where spectral separation from common green dyes is advantageous. In typical workflows, the maleimide enables straightforward attachment to cysteine-containing biomolecules, thiol-terminated oligonucleotides, and sulfhydryl-bearing surfaces for imaging and assay development.
1. Thiol-Tagged Biomolecule Labeling
BDP 650/665 maleimide is used to fluorescently label peptides, proteins, and other thiol-containing biomolecules for downstream fluorescence imaging and quantitative fluorescence assays. Researchers commonly incorporate the dye into conjugates such as cysteine-terminated peptides or engineered cysteine variants to generate far-red tracers for localization studies, binding experiments, and labeling controls. The maleimide handle provides a practical route to obtain dye-biomolecule conjugates that can be directly used in fluorescence microscopy workflows or in plate-based fluorescence measurements.
2. Fluorescence Microscopy Tracing
BDP 650/665 maleimide supports cellular and material imaging workflows where far-red fluorescence reduces background from autofluorescence and enables multicolor experiments. In microscopy studies, the reagent is frequently applied to label thiol-functionalized targeting ligands, biomaterials, or nanoparticles that are then visualized in cell culture or in engineered matrices. By converting thiol-bearing components into fluorescent constructs, investigators can track transport, localization, and association with biological surfaces under standard fluorescence imaging instrumentation.
3. Oligonucleotide and Probe Conjugation
BDP 650/665 maleimide is also used in nucleic-acid labeling and fluorescent probe construction when thiol-modified oligonucleotides are available. Researchers conjugate the dye to thiol-terminated strands to generate fluorescent oligonucleotide probes for hybridization-based studies, nucleic acid tracking experiments, and fluorescence readouts that benefit from far-red emission. This labeling approach is commonly selected when spectral compatibility with other fluorophores or reduced interference from cellular background is important for nucleic acid analysis workflows.
4. Thiol-Functional Surface Modification
BDP 650/665 maleimide is employed for fluorescent surface functionalization of thiol-reactive materials, including polymer coatings, hydrogels, and sensor surfaces bearing sulfhydryl groups. Developers use the dye to create far-red fluorescently tagged interfaces for material characterization, surface adsorption studies, and imaging-based assessment of coating uniformity or biomolecule immobilization. The maleimide functionality allows incorporation into thiol-containing surface chemistries, enabling researchers to generate stable fluorescent reporters for microscopy and other fluorescence measurement platforms.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 9 |
| Exact Mass | 555.1889408 g/mol |
| Monoisotopic Mass | 555.1889408 g/mol |
| Topological Polar Surface Area | 99.4Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 1220 |
| 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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