
TAMRA-PEG3-Azide | CAS 1228100-59-1
| Catalog Number | F07-0012 |
| Category | TAMRA Dyes |
| Molecular Formula | C₃₃H₃₈N₆O₇ |
| Molecular Weight | 630.69 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TAMRA-PEG3-Azide is a polyethylene glycol (PEG)-based PROTAC linker. TAMRA-PEG3-Azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | TAMRA-PEG3-N3; 5-Carboxytetramethylrhodamine-PEG3-Azide; 5-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamoyl)-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate; 5-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylcarbamoyl]-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate; Xanthylium, 9-[4-(13-azido-1-oxo-5,8,11-trioxa-2-azatridec-1-yl)-2-carboxyphenyl]-3,6-bis(dimethylamino)-, inner salt |
| Purity | 90% |
| IUPAC Name | 5-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylcarbamoyl]-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)NCCOCCOCCOCCN=[N+]=[N-])C(=O)[O-] |
| InChI | InChI=1S/C33H38N6O7/c1-38(2)23-6-9-26-29(20-23)46-30-21-24(39(3)4)7-10-27(30)31(26)25-8-5-22(19-28(25)33(41)42)32(40)35-11-13-43-15-17-45-18-16-44-14-12-36-37-34/h5-10,19-21H,11-18H2,1-4H3,(H-,35,40,41,42) |
| InChIKey | YREJCORUQQJQHB-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DMF, DCM |
Product Specification
| Excitation | 553 |
| Emission | 575 |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
TAMRA-PEG3-Azide is a TAMRA-based fluorescent azide reagent designed for copper-free click chemistry workflows, enabling efficient attachment of the dye to azide-reactive partners through bioorthogonal conjugation. The PEG3 spacer improves handling and reduces steric effects, supporting reliable fluorescent labeling in probe, biomolecule, and material development. As a pre-functionalized azide, it is commonly used to build fluorescent conjugates for imaging and assay development where TAMRA's visible emission is compatible with standard fluorescence instrumentation.
1. Fluorescent Biomolecule Labeling
TAMRA-PEG3-Azide is used by chemical biology and bioconjugation groups to install TAMRA fluorophores onto biomolecules that carry complementary click-reactive handles, such as strained cyclooctynes or other azide-compatible partners. Researchers incorporate the resulting labeled proteins, peptides, or affinity reagents into microscopy and fluorescence assay workflows to track binding, uptake, or distribution without requiring dye re-synthesis for each target. The PEG3 spacer helps maintain labeling consistency by minimizing direct dye-biomolecule steric interference, which is particularly useful when labeling sensitive binding domains or multimeric constructs.
2. Click-Constructed Fluorescent Probes
TAMRA-PEG3-Azide supports fluorescent probe development where modular assembly is required, including the construction of labeled ligands, imaging reagents, and multi-component detection probes. In probe engineering workflows, the azide functionality provides a convenient fluorescent "payload" that can be appended late in the development cycle to generate a TAMRA-tagged probe with the desired targeting motif or recognition element. Typical users include groups building fluorescence imaging reagents for cell biology, as well as teams developing platform reagents for screening and characterization of probe conjugates.
3. Surface And Material Functionalization
TAMRA-PEG3-Azide is also applied in biomaterials and surface engineering to create fluorescently traceable interfaces by attaching the dye to azide-reactive surface chemistries or polymer backbones via click conjugation. Materials scientists and industrial R&D teams use TAMRA labeling to visualize coating uniformity, monitor surface modification steps, and generate fluorescently tagged polymers or hydrogels for downstream imaging studies. The PEG3 linker contributes to more reproducible surface presentation of the fluorophore, which can be important when comparing batches or validating immobilization density during materials development.
4. Flow Cytometry Labeling Reagents
TAMRA-PEG3-Azide is frequently incorporated into fluorescence labeling reagent development for flow cytometry experiments that require a stable, covalent TAMRA tag. Researchers use the dye to prepare fluorescent conjugates that can be attached to cell-reactive targeting components through click-compatible chemistries, enabling robust staining for population analysis and assay optimization. This approach is especially useful during reagent screening, where modular click assembly allows rapid generation of TAMRA-labeled variants for instrument method development and gating strategy refinement.
Computed Properties
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 15 |
| Exact Mass | 630.28019757 g/mol |
| Monoisotopic Mass | 630.28019757 g/mol |
| Topological Polar Surface Area | 127Ų |
| Heavy Atom Count | 46 |
| Formal Charge | 0 |
| Complexity | 1200 |
| 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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