
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne | CAS 1092554-87-4
| Catalog Number | R01-0143 |
| Category | Alkynes |
| Molecular Formula | C22H38O9 |
| Molecular Weight | 446.53 |
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Product Introduction
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is a homobifunctional PEG linker with two propargyl groups. The propargyl group forms triazole linkage with azide-bearing compounds or biomolecules via copper catalyzed Click Chemistry.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Bis-propargyl-PEG9; Bis-Propargyl-PEG8 |
| Purity | >95% |
| IUPAC Name | 3-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne |
| SMILES | C#CCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C22H38O9/c1-3-5-23-7-9-25-11-13-27-15-17-29-19-21-31-22-20-30-18-16-28-14-12-26-10-8-24-6-4-2/h1-2H,5-22H2 |
| InChIKey | MBRUWMSMSQUEOD-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Density | 1.072±0.1 g/cm3 |
| Appearance | Pale Yellow or Colorless Oily Liquid |
| Boiling Point | 495.5±40.0 °C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is a long-chain diyne building block designed for click chemistry workflows that rely on alkyne reactivity, including strain-promoted or catalyst-mediated alkyne coupling strategies used in chemical biology and materials science. Its extended poly(ethylene glycol)-like ether backbone provides solubility and spacing control, while the terminal diyne functionality enables multivalent labeling, crosslinking, and modular attachment to probe or scaffold platforms. As a research-grade reagent, it is commonly selected when stable, high-density alkyne handles are needed for downstream conjugation, surface functionalization, and imaging reagent assembly.
1. Multivalent Probe Labeling
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is frequently used to introduce two alkyne-reactive termini into probe constructs, enabling multivalent labeling strategies that improve signal robustness in chemical biology assays. Researchers incorporate this diyne linker into small-molecule, polymer, and nanoparticle-bound sensing platforms where controlled spacing between reactive sites helps maintain binding-site accessibility and reduces steric crowding. The ether-rich backbone supports aqueous compatibility, which is particularly useful for preparing labeling reagents for cell-surface or biomolecular targeting workflows that require reproducible conjugation density.
2. Biomolecular Conjugation Handles
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne serves as a modular alkyne handle for constructing conjugates with proteins, peptides, and nucleic-acid-associated materials in bioconjugation chemistry. In practical downstream development, the diyne functionality allows sequential or orthogonal coupling to biomolecule-reactive partners, supporting workflows such as building multi-component reagent libraries, preparing affinity reagents, and generating internally labeled standards for analytical studies. The long, flexible scaffold is often selected to minimize perturbation of the biomolecule while providing sufficient linker length for efficient attachment and subsequent derivatization.
3. Surface Functionalization And Coatings
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is used in materials research to functionalize surfaces and form reactive coatings that can be further coupled to polymers, biomolecules, or imaging tags. The diyne termini provide defined reactive sites for attaching to patterned substrates, while the ether-rich chain supports uniform film formation and improves wetting in aqueous processing steps. This makes the reagent a common choice for preparing functional interfaces for biosensing materials, assay substrates, and customizable polymeric coatings where stable attachment and controllable surface density are critical.
4. Molecular Imaging Probe Platforms
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is applied as a linker component in molecular imaging probe development, particularly when a dual alkyne functionality is advantageous for assembling complex probe architectures. Imaging reagent teams often use this diyne to connect imaging moieties to targeting ligands or to incorporate reporter scaffolds into multicomponent probe designs that benefit from adjustable linker length and solubility. The flexible, oxygen-rich backbone helps maintain dispersion and reduces aggregation during probe formulation, supporting consistent probe handling in research workflows.
5. Polymer Crosslinking And Hydrogel Formation
4,7,10,13,16,19,22,25,28-Nonaoxahentriaconta-1,30-diyne is incorporated into polymer chemistry and biomaterials workflows to create crosslinkable networks and to tune gel properties through alkyne-reactive functionality. Materials scientists use the diyne to introduce crosslink points into PEG-like polymer backbones, enabling the preparation of functional hydrogels and patterned polymer matrices that can be subsequently modified with bioactive or fluorescent components. Its long-chain structure helps regulate network spacing and mechanical behavior, which is valuable when designing research materials that require reproducible gel formation and modular post-fabrication functionalization.
Computed Properties
| XLogP3 | -0.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 26 |
| Exact Mass | 446.25158279 g/mol |
| Monoisotopic Mass | 446.25158279 g/mol |
| Topological Polar Surface Area | 83.1Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 401 |
| 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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