
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane
| Catalog Number | R01-0075 |
| Category | Alkynes |
| Molecular Formula | C29H40N4O8 |
| Molecular Weight | 572.7 |
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Product Introduction
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane is a compound featuring a central methane core linked to four propanamide groups, each containing a terminal alkyne functionality. This molecular architecture supports its participation in copper-catalyzed azide-alkyne cycloaddition reactions, a hallmark of click chemistry processes, facilitating the formation of stable triazole linkages. The reagent is incorporated into applications involving bioconjugation and polymer modification, where the alkyne moieties enable efficient labeling and surface immobilization through selective and orthogonal reactivity with azide-containing counterparts.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 3,3',3'',3'''-[Methanetetrayltetrakis(methyleneoxy)]tetrakis(N-propargylpropionamide) |
| Purity | 98% |
| IUPAC Name | 3-[3-[3-oxo-3-(prop-2-ynylamino)propoxy]-2,2-bis[[3-oxo-3-(prop-2-ynylamino)propoxy]methyl]propoxy]-N-prop-2-ynylpropanamide |
| SMILES | C#CCNC(=O)CCOCC(COCCC(=O)NCC#C)(COCCC(=O)NCC#C)COCCC(=O)NCC#C |
| InChI | InChI=1S/C29H40N4O8/c1-5-13-30-25(34)9-17-38-21-29(22-39-18-10-26(35)31-14-6-2,23-40-19-11-27(36)32-15-7-3)24-41-20-12-28(37)33-16-8-4/h1-4H,9-24H2,(H,30,34)(H,31,35)(H,32,36)(H,33,37) |
| InChIKey | YTOQVDKPTKWZCG-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane is a multi-alkyne click chemistry reagent designed to provide several terminal propargyl (prop-2-ynyl) handles per molecule for copper-catalyzed azide–alkyne cycloaddition (CuAAC). Its amide-rich, ether-containing scaffold supports solubility and stable incorporation into polymer and biomaterial workflows, where multivalency can improve labeling density and functional payload presentation. As a research-grade building block, it is commonly selected when investigators need robust, repeatable alkyne functionality for preparing azide-reactive conjugates, surfaces, and imaging or assay platforms.
1. Multivalent Surface Functionalization
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane is widely used to introduce multiple alkyne termini onto solid supports for subsequent CuAAC coupling with azide-bearing ligands, biomolecules, or reporter tags. In materials and interface science, the reagent is selected to increase the effective density of reactive sites, enabling more uniform functional coverage on glass, polymer films, and microfabricated substrates. Researchers often pair it with azide-functional coatings to generate cell-interaction surfaces, affinity capture layers, and multiplexed assay chips where spatially controlled presentation of multiple binding or recognition elements is advantageous.
2. Biomolecule Conjugation Platforms
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane serves as a multivalent alkyne reagent for preparing azide-reactive bioconjugation intermediates used in chemical biology and biomaterials laboratories. By providing several propargyl groups within a single scaffold, it can be used to tune labeling density when attaching biomolecular probes, targeting motifs, or scaffold proteins to azide-functional partners via CuAAC. This approach is particularly common in workflows that require consistent functionalization across batches, such as building modular probe libraries, generating reagent sets for binding studies, or creating standardized conjugation reagents for downstream assay development.
3. Molecular Imaging Probe Assembly
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane is frequently incorporated into molecular imaging reagent development as an alkyne-bearing scaffold for attaching azide-functional fluorophores, affinity reporters, or imaging-compatible tags. The reagent’s multialkyne character supports higher stoichiometric loading of imaging components when compared with monofunctional analogs, which can be beneficial for constructing bright, well-defined probe constructs used in fluorescence-based localization and imaging tool development. Chemical biology groups also use it to create modular imaging reagents that can be rapidly reconfigured by swapping azide partners, supporting iterative optimization of probe architecture and labeling schemes.
4. Polymer and Hydrogel Crosslinking
Tetra(3-methoxy-N-(prop-2-ynyl)propanamide) Methane is used in polymer chemistry and biomaterials science to enable CuAAC-based incorporation of alkyne functionality into azide-containing polymer networks and hydrogels. Multialkyne scaffolds are commonly selected to adjust crosslink density and functional group distribution, supporting the fabrication of materials with tunable mechanical properties and controllable presentation of reactive handles for later conjugation steps. In research settings, the reagent is often employed to create functional hydrogels for platform development, including materials that support sequential labeling, post-fabrication functionalization, and modular attachment of bioactive or analytical components through azide coupling chemistry.
Computed Properties
| XLogP3 | -2.8 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 24 |
| Exact Mass | 572.28461425 g/mol |
| Monoisotopic Mass | 572.28461425 g/mol |
| Topological Polar Surface Area | 153Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 855 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10280259-B2 | Alkynyl multi-arm polyethylene glycol derivative | 2013-12-02 |
| US-2016271267-A1 | Alkynyl multi-arm polyethylene glycol derivative | 2013-12-02 |
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