
BDP 558/568 amine
| Catalog Number | F01-0001 |
| Category | BODIPY |
| Molecular Formula | C22H28N4BClF2OS |
| Molecular Weight | 480.81 |
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Product Introduction
Primary amine is a versatile functional group for bioconjugation. It is reactive against activated carboxylic acid derivatives like pentafluorophenyl esters and acyl halogenides, other electrophiles like epoxides, Michael acceptors like acrylates. It can aminate carbonyl compounds like aldehydes and ketones in reductive conditions.BDP 558/568 is a universal borondipyrromethene dye with the emission in orange/yellow part of the spectrum.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 6-[3-(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)propanoylamino]hexylazanium;chloride |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCCCCCC[NH3+])C=C3[N+]1=C(C=C3)C4=CC=CS4)(F)F.[Cl-] |
| InChI | InChI=1S/C22H27BF2N4OS.ClH/c24-23(25)28-17(10-12-22(30)27-14-4-2-1-3-13-26)7-8-18(28)16-19-9-11-20(29(19)23)21-6-5-15-31-21;/h5-9,11,15-16H,1-4,10,12-14,26H2,(H,27,30);1H |
| InChIKey | MMOJMTDAFSMAIK-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO |
| Appearance | dark colored powder |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 84400 |
| Excitation | 561 |
| Emission | 569 |
| 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 558/568 amine is a BODIPY-based fluorescent dye supplied with an amine functional group for convenient covalent incorporation into labeling workflows. Its orange-red emission supports fluorescence imaging and quantitative fluorescence assays where bright signal and stable dye performance are required. The amine handle enables straightforward conjugation to amine-reactive linkers, NHS-ester intermediates, or other coupling chemistries used to prepare fluorescent biomolecule conjugates.
1. Protein And Peptide Labeling
BDP 558/568 amine is used by protein chemistry and chemical biology groups to generate fluorescently labeled antibodies, enzymes, affinity reagents, and peptides for downstream microscopy and fluorescence-based readouts. Researchers typically incorporate the dye into bioconjugates through amine-directed coupling strategies, producing conjugates that can be tracked in binding studies, localization experiments, and assay development. The dye's BODIPY core emission in the 550-600 nm region aligns well with common filter sets and fluorescence detection platforms used for labeled biomolecule characterization.
2. Fluorescence Microscopy Staining
BDP 558/568 amine supports cellular and molecular imaging workflows where covalent fluorescent tagging is preferred over passive uptake. In microscopy experiments, it is used to prepare labeled probes and conjugates for tracking biomolecules in fixed-cell studies, imaging of labeled targets in model systems, and visualization of conjugate distribution in engineered constructs. The amine functionality helps researchers build consistent dye-to-biomolecule conjugates for reproducible staining and imaging across experiments.
3. Flow Cytometry Conjugates
BDP 558/568 amine is frequently employed in flow cytometry reagent development to prepare fluorescent conjugates for labeling biomolecules used in cell-surface or intracellular staining workflows. Lab teams use dye-labeled reagents to quantify fluorescence intensity distributions and monitor binding or uptake of labeled constructs in suspension. The dye's emission in the orange-red channel range makes it useful for multicolor panels where spectral separation from green fluorophores is needed, provided the instrument's optical configuration matches the dye's detection window.
4. Fluorescent Assay Reagent Development
BDP 558/568 amine is also used to build fluorescence assay reagents, including labeled substrates, detection tags, and calibration standards for plate-based fluorescence measurements. Assay developers incorporate the dye into conjugates that report on binding events, reagent distribution, or reaction progress in homogeneous or wash-based formats. The amine handle enables coupling into assay-specific architectures, supporting consistent reagent preparation for routine fluorescence readouts in research and industrial screening environments.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 10 |
| Exact Mass | 480.1733469 g/mol |
| Monoisotopic Mass | 480.1733469 g/mol |
| Topological Polar Surface Area | 92.9Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 773 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
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