
BDP TMR NHS ester | CAS 485397-12-4
| Catalog Number | R01-0011 |
| Category | BODIPY |
| Molecular Formula | C25H24BF2N3O5 |
| Molecular Weight | 495.28 |
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Product Introduction
BDP TMR is a borondipyrromethene dye, analog of BODIPY® TMR. This is an amine-reactive NHS ester for the labeling of proteins, peptides, and other molecules with amino groups.BDP TMR is a dye for TAMRA channel, which is however much brighter than TAMRA. Because of rather long life time of excited state, this fluorophore is a good choice for fluorescence anisotropy measurements, especially with the short linker offered. Fluorescence polarization is an excellent method for high throughput binding assays.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BODIPY TMR NHS Ester; (2,5-dioxopyrrolidin-1-yl) 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]propanoate |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 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]propanoate |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=C(C=C3)OC)C=C4[N+]1=C(C(=C4C)CCC(=O)ON5C(=O)CCC5=O)C)(F)F |
| InChI | InChI=1S/C25H24BF2N3O5/c1-15-20(9-13-25(34)36-31-23(32)11-12-24(31)33)16(2)29-22(15)14-18-6-10-21(30(18)26(29,27)28)17-4-7-19(35-3)8-5-17/h4-8,10,14H,9,11-13H2,1-3H3 |
| InChIKey | XMAZILQWJQABLQ-UHFFFAOYSA-N |
| Solubility | good in most organic solvents (DMF, DMSO, DCM, acetone, etc.) |
| Appearance | purple solid |
Product Specification
| Fluorescence Quantum Yield | 0.95 |
| Excitation | 545 |
| Emission | 570 |
Application
BDP TMR NHS ester is an NHS-ester activated tetramethylrhodamine (TMR) labeling reagent designed for efficient covalent attachment to primary amines. In fluorescence labeling workflows, this reactive dye supports bright red emission for tracking proteins, peptides, and other amine-containing biomolecules in microscopy and fluorescence-based assays, including conjugate and probe construction where stable dye-biomolecule coupling is required.
1. Protein And Antibody Labeling
BDP TMR NHS ester is widely used to prepare fluorescent protein conjugates by targeting lysine residues and N-termini on antibodies, enzymes, and other amine-bearing proteins. Researchers and core facilities employ the resulting TMR-labeled reagents for fluorescence microscopy, immunostaining development, and assay reagent generation where covalent dye attachment helps maintain labeling stability during washing and imaging steps.
2. Peptide And Biomolecule Conjugation
BDP TMR NHS ester supports fluorescent labeling of peptides, affinity ligands, and other small biomolecules that present accessible primary amines. In chemical biology and biomaterials research, labeled peptides are commonly integrated into binding studies, fluorescence imaging experiments, and reagent development workflows that require consistent amine-reactive coupling to generate traceable conjugates for downstream characterization.
3. Fluorescent Probe Construction
BDP TMR NHS ester is frequently used as a dye component in fluorescent probe development, enabling researchers to incorporate a TMR reporting group into larger sensing or imaging constructs. By providing an NHS-activated handle for amine coupling, it is a practical choice for building conjugated probes used in fluorescence readouts, including labeling strategies for multicomponent imaging reagents where the dye must be covalently installed onto a biomolecular scaffold.
4. Surface And Polymer Functionalization
BDP TMR NHS ester is applied in biomaterials and surface chemistry workflows to introduce TMR fluorescence onto amine-functionalized polymers, beads, and solid supports. Materials scientists use the dye to create fluorescently traceable surfaces and labeled carriers for microscopy-based localization, surface characterization, and process development studies where covalent attachment to amine-containing substrates improves retention during experimental handling.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 7 |
| Exact Mass | 495.1777074 g/mol |
| Monoisotopic Mass | 495.1777074 g/mol |
| Topological Polar Surface Area | 80.8Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 1060 |
| 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 |
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