
TAMRA-PEG4-DBCO | CAS 1895849-41-8
| Catalog Number | F07-0006 |
| Category | TAMRA Dyes |
| Molecular Formula | C54H57N5O10 |
| Molecular Weight | 936.1 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TAMRA-PEG4-DBCO is a TAMRA dye labeling reagent PEG linker, the DBCO group enables copper-free Click Chemistry for oligonucleotide labeling and automated DNA sequencing applications. The hydrophilic PEG spacer increases solubility in aqueous media.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | DBCO-PEG4-TAMRA; TAMRA DBCO |
| Purity | 95% |
| IUPAC Name | 5-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]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)NCCOCCOCCOCCOCCC(=O)NCCC(=O)N5CC6=CC=CC=C6C#CC7=CC=CC=C75)C(=O)[O-] |
| InChI | InChI=1S/C54H57N5O10/c1-57(2)41-16-19-44-48(34-41)69-49-35-42(58(3)4)17-20-45(49)52(44)43-18-15-39(33-46(43)54(63)64)53(62)56-24-26-66-28-30-68-32-31-67-29-27-65-25-22-50(60)55-23-21-51(61)59-36-40-11-6-5-9-37(40)13-14-38-10-7-8-12-47(38)59/h5-12,15-20,33-35H,21-32,36H2,1-4H3,(H2-,55,56,60,62,63,64) |
| InChIKey | DTYTXEJLXHBCNC-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, DCM |
Product Specification
| Excitation | 553 |
| Emission | 575 |
| Storage | -20 °C |
Application
TAMRA-PEG4-DBCO is a TAMRA-based fluorescent labeling reagent incorporating a PEG4 spacer and a DBCO (dibenzocyclooctyne) cyclooctyne handle for strain-promoted azide-alkyne cycloaddition (SPAAC). This combination enables simultaneous fluorescent tracking and efficient click conjugation under copper-free conditions, making it useful for constructing labeled biomolecules, imaging probes, and functionalized surfaces where TAMRA emission provides convenient optical readout.
1. Biomolecule Click Labeling
TAMRA-PEG4-DBCO is frequently used by chemical biology and proteomics researchers to generate fluorescently tagged proteins, peptides, and other biomolecules bearing azide groups. In labeling workflows, the DBCO handle provides a copper-free click step that is compatible with sensitive biomaterials and downstream fluorescence readouts, while the TAMRA fluorophore allows direct visualization and quantification of conjugation outcomes by fluorescence microscopy, plate-based assays, or gel-based fluorescence imaging.
2. Fluorescent Probe Construction
TAMRA-PEG4-DBCO supports fluorescent probe development for imaging and assay development teams who need a modular way to attach a TAMRA reporter to azide-functional recognition elements. Common use cases include preparing labeled affinity reagents, assembling multicomponent imaging constructs, and generating traceable conjugates for mechanistic studies in cell biology workflows. The PEG4 spacer helps reduce steric constraints during conjugation and can improve labeling consistency when probes are built for microscopy or fluorescence-based detection.
3. Surface And Biomaterial Functionalization
TAMRA-PEG4-DBCO is used in biomaterials science to introduce fluorescent tags onto azide-functionalized surfaces, hydrogels, and polymer coatings. Researchers leverage the DBCO click handle to covalently incorporate TAMRA into materials that are intended for imaging of adsorption, localization, and surface interactions. This approach is also applied in developing fluorescently traceable scaffolds for microscopy studies and for validating surface modification uniformity using fluorescence imaging of patterned or coated substrates.
4. Cell Surface Imaging Reagents
TAMRA-PEG4-DBCO is applied in cell-surface labeling experiments where azide-functional biomolecules or metabolic labeling strategies provide azide groups for SPAAC conjugation. By attaching TAMRA through the DBCO handle, researchers can generate fluorescent cell-associated reagents for tracking binding and localization on membranes during microscopy workflows. The PEG spacer and stable covalent linkage help support reproducible fluorescence labeling for qualitative imaging and semi-quantitative fluorescence analysis.
Computed Properties
| XLogP3 | 4.2 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 21 |
| Exact Mass | 935.41054303 g/mol |
| Monoisotopic Mass | 935.41054303 g/mol |
| Topological Polar Surface Area | 171Ų |
| Heavy Atom Count | 69 |
| Formal Charge | 0 |
| Complexity | 1930 |
| 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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