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Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate
| Catalog Number | R01-0070 |
| Category | Alkynes |
| Molecular Formula | C44H72N4O18 |
| Molecular Weight | 945.1 |
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Product Introduction
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate is a specialized reagent featuring multiple propargyl groups, which are known for their reactivity in copper-catalyzed azide–alkyne cycloaddition reactions. This compound's molecular architecture, comprising PEG linkers and carboxylate functionalities, supports its integration into bioconjugation and surface modification protocols, enabling the creation of well-defined and stable constructs. The reagent is frequently utilized in applications requiring precise linker design and polymer functionalization, particularly where bioorthogonal chemistry is desired for the attachment of biomolecules or other functional entities.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | 3-[2-[2-[3-[[1,3-bis[3-oxo-3-[2-(2-prop-2-ynoxyethoxy)ethylamino]propoxy]-2-[[3-oxo-3-[2-(2-prop-2-ynoxyethoxy)ethylamino]propoxy]methyl]propan-2-yl]amino]-3-oxopropoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | C#CCOCCOCCNC(=O)CCOCC(COCCC(=O)NCCOCCOCC#C)(COCCC(=O)NCCOCCOCC#C)NC(=O)CCOCCOCCOCCC(=O)O |
| InChI | InChI=1S/C44H72N4O18/c1-4-15-55-26-31-60-23-12-45-39(49)7-19-64-36-44(37-65-20-8-40(50)46-13-24-61-32-27-56-16-5-2,38-66-21-9-41(51)47-14-25-62-33-28-57-17-6-3)48-42(52)10-18-58-29-34-63-35-30-59-22-11-43(53)54/h1-3H,7-38H2,(H,45,49)(H,46,50)(H,47,51)(H,48,52)(H,53,54) |
| InChIKey | KHUVFVVIOOWNDR-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate is a multi-arm, PEG-based click chemistry reagent designed for bioorthogonal conjugation workflows. The structure combines propargyl (alkyne) functionality with PEG spacer architecture and a carboxylate handle, enabling robust coupling into larger macromolecular constructs while maintaining aqueous solubility and reduced nonspecific interactions. Its branched, tri-functional design makes it well suited for building multivalent probes, surface-tethered materials, and imaging or analytical reagents that benefit from controlled density of clickable sites.
1. Multivalent Probe Conjugation
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate is widely used to generate multivalent chemical probes where multiple clickable alkynes are required to attach fluorophores, affinity ligands, or reporter tags. Research groups in chemical biology and molecular imaging value the PEG-rich scaffold for improving dispersion in biological buffers and for supporting higher local valency without excessive aggregation. The carboxylate functionality further supports straightforward incorporation into larger conjugation schemes, including coupling to pre-functionalized targeting vectors or polymeric carriers prior to downstream click labeling.
2. Surface and Material Functionalization
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate is commonly applied in biomaterials science to introduce alkyne-bearing PEG linkers onto surfaces and material interfaces for subsequent click-based patterning. The branched tri-alkyne motif supports higher grafting density, which is advantageous for creating reproducible functional coatings, sensor surfaces, and patterned biointerfaces. PEG spacers help mitigate steric crowding and nonspecific adsorption, making the reagent useful for preparing materials that must remain stable in aqueous environments during labeling and assay development.
3. PEG-Linker Building Block for Bioconjugation
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate serves as a versatile PEG linker building block in bioconjugation pipelines that require both a reactive carboxylate and multiple alkyne handles. Molecular engineering teams use it to standardize linker length and spacing when constructing conjugates for research tools, including reagent libraries for comparative studies of labeling density and architecture. The ethoxymethyl-protected motif embedded in the PEG framework is particularly relevant in workflows where orthogonal stability and controlled reactivity are needed during multi-step assembly before final click attachment of reporters.
4. Analytical Labeling and Imaging Reagents
Tri-(Propargyl-PEG2-ethoxymethyl)-methane-amido-PEG3-carboxylate is frequently selected for preparing alkyne-functional intermediates used in labeling strategies for analytical and imaging reagent development. By providing multiple click-ready sites on a single PEG-rich scaffold, it enables efficient generation of probe conjugates with defined multivalency, which is often critical for achieving consistent signal behavior across batches of labeled constructs. Chemical biology laboratories and imaging-method developers use the reagent to assemble modular probe architectures, where the PEG framework supports solubility and the carboxylate handle assists integration into larger probe formats prior to final reporter installation via click chemistry.
Computed Properties
| XLogP3 | -4.8 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 18 |
| Rotatable Bond Count | 49 |
| Exact Mass | 944.48416146 g/mol |
| Monoisotopic Mass | 944.48416146 g/mol |
| Topological Polar Surface Area | 265Ų |
| Heavy Atom Count | 66 |
| Formal Charge | 0 |
| Complexity | 1300 |
| 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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