
TAMRA-PEG4-Alkyne | CAS 1225057-68-0
| Catalog Number | F07-0017 |
| Category | TAMRA Dyes |
| Molecular Formula | C₃₆H₄₁N₃O₈ |
| Molecular Weight | 643.73 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TAMRA-PEG4-Alkyne is a polyethylene glycol (PEG)-based PROTAC linker. TAMRA-PEG4-Alkyne can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylcarbamoyl]benzoate; 5-((3,6,9,12-tetraoxapentadec-14-yn-1-yl)carbamoyl)-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate |
| Purity | 90% |
| IUPAC Name | 2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylcarbamoyl]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)NCCOCCOCCOCCOCC#C)C(=O)[O-] |
| InChI | InChI=1S/C36H41N3O8/c1-6-14-43-16-18-45-20-21-46-19-17-44-15-13-37-35(40)25-7-10-28(31(22-25)36(41)42)34-29-11-8-26(38(2)3)23-32(29)47-33-24-27(39(4)5)9-12-30(33)34/h1,7-12,22-24H,13-21H2,2-5H3,(H-,37,40,41,42) |
| InChIKey | WQEIEHQRZQLUSE-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-PEG4-Alkyne is a TAMRA-based fluorescent labeling reagent bearing a PEG4 spacer and a terminal alkyne handle, enabling copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) for click chemistry workflows. The dye's bright, visible red/orange emission is well suited for tracking conjugation, constructing fluorescent probes, and generating labeled biomolecule or material derivatives with reduced steric constraints from the PEG linker.
1. Biomolecule Click Labeling
TAMRA-PEG4-Alkyne is frequently used by chemical biology and bioconjugation groups to introduce a TAMRA fluorophore onto azide-functional biomolecules via CuAAC. Researchers prepare fluorescently labeled proteins, peptides, and other macromolecular constructs by combining this alkyne with azide-bearing partners, then use the resulting conjugates for fluorescence imaging, binding studies, and assay development where a stable, covalent dye attachment is required. The PEG4 spacer helps maintain labeling accessibility and can improve performance in conjugates where the dye needs to be positioned away from the biomolecule surface for consistent fluorescence readout.
2. Fluorescent Probe Construction
TAMRA-PEG4-Alkyne supports fluorescent probe development pipelines that rely on modular assembly of dye-bearing components. In probe construction workflows, teams use the alkyne handle to click TAMRA onto azide-functional scaffolds such as affinity reagents, targeting ligands, or reporter modules, enabling rapid generation of probe libraries for microscopy and fluorescence-based screening. The PEG4 linker is also useful when building multicomponent probes where steric separation between the fluorophore and the recognition element can influence labeling consistency and imaging contrast.
3. Surface And Material Functionalization
TAMRA-PEG4-Alkyne is applied in biomaterials and surface engineering projects to create fluorescently tagged surfaces and polymer coatings through click attachment to azide-functional substrates. Materials scientists and materials chemists incorporate this reagent into workflows that generate labeled hydrogels, polymer films, and nanoparticle surfaces for visualization of coating uniformity, tracking of material interactions, and development of fluorescence readouts for material-based assays. The PEG4 spacer provides a flexible linker that can improve dye exposure at the interface, supporting more reliable surface fluorescence during microscopy and quantitative fluorescence measurements.
4. Tracking Conjugation Efficiency
TAMRA-PEG4-Alkyne is also used as a practical fluorescent reporter for monitoring click-labeling workflows and verifying conjugation outcomes. In many laboratories, researchers include this alkyne in model CuAAC reactions with azide-functional targets to assess labeling yield and compare reaction conditions using fluorescence readouts. Because the TAMRA signal is straightforward to detect on common fluorescence instrumentation, it is often used to support process development for generating fluorescent conjugates for downstream imaging, flow-based analysis, or assay reagent preparation.
Computed Properties
| XLogP3 | 2.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 16 |
| Exact Mass | 643.28936527 g/mol |
| Monoisotopic Mass | 643.28936527 g/mol |
| Topological Polar Surface Area | 122Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 1210 |
| 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