
TAMRA Azide, isomer 5
| Catalog Number | F07-0013 |
| Category | TAMRA Dyes |
| Molecular Formula | C31H34N6O4 |
| Molecular Weight | 554.7 |
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Product Introduction
TAMRA Azide, isomer 5 (also known as Tetramethylrhodamine 5-Carboxamido-(6-Azidohexanyl)) is the orange-fluorescent probe that is compatible with various excitation sources including mercury arc, tungsten and xenon arc lamps, the 544 nm line of the Helium-Neon laser and the 532 nm green laser line. It is predominantly used for detection of terminal alkyne-tagged biomolecules via a copper-catalyzed click reaction (CuAAC). It also reacts with strained cyclooctyne via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures.
For the detection of low abundance targets or where significant increase in signal intensity is desired please consider using next generation azides probes containing an internal copper-chelating motif.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | TAMRA Azide; 5-TAMRA azide |
| IUPAC Name | 5-(6-azidohexylcarbamoyl)-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate |
| SMILES | CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)NCCCCCCN=[N+]=[N-])C(=O)[O-] |
| InChI | InChI=1S/C31H34N6O4/c1-36(2)21-10-13-24-27(18-21)41-28-19-22(37(3)4)11-14-25(28)29(24)23-12-9-20(17-26(23)31(39)40)30(38)33-15-7-5-6-8-16-34-35-32/h9-14,17-19H,5-8,15-16H2,1-4H3,(H-,33,38,39,40) |
| InChIKey | RWQBZVZBWNOHJV-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, MeOH |
Product Specification
| Excitation | 553 |
| Emission | 575 |
| Storage | -20 °C |
Application
TAMRA Azide, isomer 5 is a TAMRA-based fluorescent azide designed for copper-catalyzed azide-alkyne cycloaddition (CuAAC) and related click labeling workflows. The azide handle enables efficient attachment to alkyne-bearing biomolecules, polymers, and surfaces, generating stable fluorescent conjugates for microscopy, imaging, and fluorescence readouts. Its TAMRA fluorophore provides a widely used red/orange emission signal that is compatible with common visible-light fluorescence instrumentation.
1. Biomolecule Click Labeling
TAMRA Azide, isomer 5 is used by chemical biology and glycobiology groups to fluorescently tag alkyne-functionalized proteins, peptides, and carbohydrates via click chemistry. Researchers incorporate the azide into labeling strategies to produce TAMRA-labeled conjugates for tracking binding, uptake, and localization in cell-based experiments, as well as for monitoring labeling efficiency in fluorescence-based assays. This reagent is particularly valued when a robust, covalent fluorescent tag is needed on biomolecules bearing a terminal alkyne or cyclooctyne handle.
2. Fluorescence Microscopy Tracing
TAMRA Azide, isomer 5 supports fluorescence microscopy workflows where red/orange-emitting TAMRA conjugates are required to visualize labeled targets in cells or biomaterial contexts. Imaging teams commonly use click-labeled TAMRA conjugates to follow spatial distribution of alkyne-bearing biomolecules, to map labeling patterns on engineered surfaces, or to generate multicolor staining panels by selecting fluorophores with compatible spectral windows. The azide functionality allows researchers to introduce the dye at the final conjugation step, which helps streamline probe preparation for microscopy experiments.
3. Polymer And Surface Functionalization
TAMRA Azide, isomer 5 is frequently applied in materials science and biomaterials research to create fluorescently functionalized polymers, hydrogels, and coatings using click-compatible alkyne groups. By coupling the azide to alkyne-bearing surfaces or macromolecular scaffolds, teams generate stable TAMRA-tagged materials for studying diffusion, surface interactions, and material localization in imaging and fluorescence readouts. This approach is also used for preparing fluorescent standards or reference materials for method development in fluorescence microscopy and related optical characterization.
4. Fluorescence Assay Probe Construction
TAMRA Azide, isomer 5 is used in fluorescence assay development to build labeled reporter conjugates where a red/orange TAMRA signal is advantageous for separation from other channels. Assay developers employ click labeling to generate fluorescently tagged components for binding assays, labeling quantification, and workflow optimization in plate-based formats. The azide handle enables straightforward incorporation into alkyne-functional assay reagents, supporting modular probe construction during reagent screening and assay prototyping.
Computed Properties
| XLogP3 | 5.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 10 |
| Exact Mass | 554.26415359 g/mol |
| Monoisotopic Mass | 554.26415359 g/mol |
| Topological Polar Surface Area | 99.1Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 1110 |
| 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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