
BDP 558/568 NHS ester | CAS 150173-73-2
| Catalog Number | R01-0005 |
| Category | BODIPY |
| Molecular Formula | C20H16BF2N3O4S |
| Molecular Weight | 443.23 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP 558/568 NHS ester is a reactive fluorescent dye featuring an N-hydroxysuccinimide (NHS) ester functional group, which facilitates covalent attachment to primary amines. This compound is commonly used in labeling chemistry to conjugate fluorescent tags onto proteins, peptides, or other biomolecules, enabling visualization and tracking in biochemical assays. The BDP 558/568 chromophore is incorporated into experimental setups that require precise fluorescent tagging, aiding in the study of complex biological processes through enhanced optical detection.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BODIPY 558/568 NHS Ester |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 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)propanoate |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)ON3C(=O)CCC3=O)C=C4[N+]1=C(C=C4)C5=CC=CS5)(F)F |
| InChI | InChI=1S/C20H16BF2N3O4S/c22-21(23)24-13(6-10-20(29)30-26-18(27)8-9-19(26)28)3-4-14(24)12-15-5-7-16(25(15)21)17-2-1-11-31-17/h1-5,7,11-12H,6,8-10H2 |
| InChIKey | DPIQWSPHMYACPD-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO, ethyl acetate |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 84400 |
| Excitation | 561 |
| Emission | 569 |
Application
BDP 558/568 NHS ester is a reactive fluorescent labeling dye designed for covalent attachment to primary amines on proteins, peptides, and other amine-containing biomolecules via NHS-ester chemistry. Its excitation/emission in the 550-580/570-600 nm range makes it well matched to common green-to-red fluorescence imaging channels, enabling bright labeling for microscopy, flow cytometry, and fluorescence-based assay development. Researchers frequently use it to generate fluorescent conjugates for tracking, quantification, and multicolor experimental workflows where stable red-orange signal is required.
1. Protein And Antibody Labeling
BDP 558/568 NHS ester is widely used to prepare fluorescent protein conjugates by targeting lysine residues and N-termini on antibodies, enzymes, and affinity reagents. In cell biology and chemical biology workflows, labeled antibodies and protein probes support visualization of binding interactions, monitoring of reagent localization, and quantitative readouts in fluorescence assays. The NHS-ester reactivity enables straightforward conjugate preparation for downstream microscopy and plate-based fluorescence measurements, including experiments where amine-targeted labeling is preferred over dye encapsulation or noncovalent staining.
2. Fluorescence Microscopy Staining
BDP 558/568 NHS ester is used as a labeling reagent for fluorescence microscopy when amine-containing targets need covalent dye attachment for cellular or biomaterial imaging. Common use cases include labeling extracellular matrix components, tracking protein adsorption on surfaces, and generating fluorescently tagged biomolecules for imaging studies of cell-associated structures. The dye's red-orange emission supports imaging in standard fluorescence microscope filter sets and helps researchers maintain signal separation from green-channel labels in multicolor experiments.
3. Flow Cytometry Conjugates
BDP 558/568 NHS ester supports the preparation of flow cytometry dyes for labeling proteins and other amine-bearing reagents used in immunophenotyping and binding assays. Researchers generate fluorescent conjugates to quantify target binding by measuring fluorescence intensity in single-cell suspensions, often selecting this dye when a 560-600 nm detection window is advantageous for spectral separation. Covalent labeling helps reduce dye loss during washing steps, supporting reproducible staining across experimental replicates and enabling multicolor panels that combine multiple fluorophores.
4. Fluorescent Bioassay Reagents
BDP 558/568 NHS ester is frequently incorporated into fluorescence assay development where amine-reactive labeling is needed to build detection reagents such as fluorescent tracers, labeled affinity components, or enzyme/ligand conjugates used as signal-generating partners. In research laboratories, the dye is used to construct assay-ready conjugates for binding studies, reagent-based quantification, and fluorescence readouts in microplate formats. Its emission in the red-orange range aligns well with many plate reader configurations, allowing convenient integration into established fluorescence workflows.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 6 |
| Exact Mass | 443.0922637 g/mol |
| Monoisotopic Mass | 443.0922637 g/mol |
| Topological Polar Surface Area | 99.9Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 921 |
| 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 | 1 |
| Compound Is Canonicalized | Yes |
Recommended Services
Recommended Articles
- Hoechst Dyes: Definition, Structure, Mechanism and Applications
- Mastering the Spectrum: A Comprehensive Guide to Cy3 and Cy5 Dyes
- Fluorescent Probes: Definition, Structure, Types and Application
- Fluorescent Dyes: Definition, Mechanism, Types and Application
- Coumarin Dyes: Definition, Structure, Benefits, Synthesis and Uses
- Unlocking the Power of Fluorescence Imaging: A Comprehensive Guide
- Cell Imaging: Definitions, Systems, Protocols, Dyes, and Applications
- Lipid Staining: Definition, Principles, Methods, Dyes, and Uses
- Flow Cytometry: Definition, Principles, Protocols, Dyes, and Uses
- Nucleic Acid Staining: Definition, Principles, Dyes, Procedures, and Uses
Recommended Products
Online Inquiry