
BDP TMR maleimide
| Catalog Number | F01-0021 |
| Category | BODIPY |
| Molecular Formula | C27H27BF2N4O4 |
| Molecular Weight | 520.34 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP TMR is a bright borondipyrromethene fluorophore for the TAMRA channel. This maleimide derivative is suitable for conjuction with thiol groups as e.g. in protein side chains.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 3-[2,2-difluoro-12-(4-methoxyphenyl)-4,6-dimethyl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-5-yl]-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]propanamide |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=C(C=C3)OC)C=C4[N+]1=C(C(=C4C)CCC(=O)NCCN5C(=O)C=CC5=O)C)(F)F |
| InChI | InChI=1S/C27H27BF2N4O4/c1-17-22(9-11-25(35)31-14-15-32-26(36)12-13-27(32)37)18(2)33-24(17)16-20-6-10-23(34(20)28(33,29)30)19-4-7-21(38-3)8-5-19/h4-8,10,12-13,16H,9,11,14-15H2,1-3H3,(H,31,35) |
| InChIKey | ZWNBTDYYMRVBDW-UHFFFAOYSA-N |
| Solubility | good in DCM, DMF, DMSO |
| Appearance | purple powder |
Product Specification
| Fluorescence Quantum Yield | 0.95 |
| Excitation | 545 |
| Emission | 570 |
| 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 TMR maleimide is a thiol-reactive fluorescent labeling reagent built on a TMR (tetramethylrhodamine) dye scaffold, enabling covalent attachment to cysteine-containing biomolecules through maleimide-thiol coupling. Its red/orange fluorescence is widely used for tracking labeled proteins, peptides, and other sulfhydryl-bearing targets in fluorescence microscopy and quantitative fluorescence workflows. Because the label is introduced as a ready-to-conjugate reagent, it is frequently used in bioconjugation and probe construction where stable dye incorporation is required.
1. Protein And Peptide Labeling
BDP TMR maleimide is commonly used to fluorescently label proteins and peptides for binding studies, localization experiments, and biophysical assays where cysteine residues (engineered or native) serve as the attachment handle. Researchers in chemical biology and medicinal chemistry frequently prepare dye-labeled protein conjugates for monitoring conformational changes, interaction kinetics, and sample-to-sample tracking in fluorescence-based readouts. The maleimide functionality supports straightforward post-labeling of thiol-bearing biomolecules, producing conjugates that are then compatible with standard fluorescence imaging and plate-based fluorescence measurement formats.
2. Fluorescence Microscopy Tracing
BDP TMR maleimide is used as a molecular staining and tracing reagent in fluorescence microscopy workflows to visualize labeled biomolecules in cells, membranes, or extracellular matrices when the experimental design includes a thiol-containing targeting component. Imaging teams in cell biology and biomaterials research often incorporate the dye into conjugates that report on adsorption, uptake, or surface association of biomolecular constructs. The TMR dye provides bright red/orange emission that is readily separated from common green-channel fluorophores, supporting multicolor imaging strategies where spectral discrimination is important for interpreting spatial distribution.
3. Flow Cytometry Conjugates
BDP TMR maleimide is frequently employed to generate fluorescently labeled reagents for flow cytometry, particularly when a cysteine-bearing antibody fragment, ligand, or protein is used to tag specific binding partners in a staining workflow. Cytometry users rely on maleimide-based conjugation to prepare consistent fluorescent conjugates for cell-surface or extracellular labeling experiments, enabling quantitative comparison across samples. The resulting TMR-labeled conjugates are then analyzed on standard flow cytometers using appropriate red fluorescence detection channels for population-level measurements.
4. Biomaterial Surface Functionalization
BDP TMR maleimide is also used to fluorescently functionalize biomaterial surfaces and polymer materials that present accessible thiol groups, supporting visualization of coating uniformity, adsorption behavior, and spatial patterning. Materials scientists and interface researchers incorporate the dye into thiol-reactive labeling steps to create fluorescently traceable surfaces for microscopy and imaging-based characterization. This application is especially useful when the labeled material needs to be tracked during washing, incubation, or assembly steps in scaffold and hydrogel development workflows.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 8 |
| Exact Mass | 520.2093418 g/mol |
| Monoisotopic Mass | 520.2093418 g/mol |
| Topological Polar Surface Area | 83.6Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 1140 |
| 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