
Propargyl-PEG4-acid | CAS 1415800-32-6
| Catalog Number | R01-0218 |
| Category | Alkynes |
| Molecular Formula | C12H20O6 |
| Molecular Weight | 260.28 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Propargyl-PEG4-acid is a polyethylene glycol (PEG)-based PROTAC linker. Propargyl-PEG4-acid can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 4,7,10,13-Tetraoxahexadec-15-yn-1-oic acid; Propyne-PEG3-CH2CH2COOH; Alkyne-PEG4-COOH; Propargyl-PEG4-COOH; Alkyne-PEG4-acid; Propargyl-PEG3-CH2CH2COOH; 4,7,10,13-tetraoxahexadec-15-ynoic acid; Tetraoxahexadec-15-yn-1-oic acid |
| Purity | >97% |
| IUPAC Name | 3-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]propanoic acid |
| SMILES | C#CCOCCOCCOCCOCCC(=O)O |
| InChI | InChI=1S/C12H20O6/c1-2-4-15-6-8-17-10-11-18-9-7-16-5-3-12(13)14/h1H,3-11H2,(H,13,14) |
| InChIKey | WMBXAUWIPBFEOK-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO, Water |
| Density | 1.129±0.06 g/cm3 (Predicted) |
| Appearance | Pale Yellow or Colorless Oily Matter |
| Boiling Point | 388.0±37.0 °C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Application
Propargyl-PEG4-acid is a PEG-based alkyne-bearing linker designed for bioorthogonal click chemistry workflows, most commonly as a terminal alkyne partner in copper-catalyzed azide–alkyne cycloaddition (CuAAC) and related conjugation strategies. Its flexible PEG4 spacer and carboxylic acid functionality support aqueous compatibility and straightforward coupling into larger biomolecule or material platforms. As a research-grade click handle, Propargyl-PEG4-acid is widely used to introduce an alkyne “tag” for subsequent attachment to azide-functional probes, surfaces, or polymeric constructs in chemical biology and molecular imaging reagent development.
1. Bioconjugation Linker Use
Propargyl-PEG4-acid is frequently employed as a modular PEG linker to functionalize biomolecules, enabling downstream attachment to azide-bearing partners such as fluorescent dyes, affinity ligands, or affinity handles used in target labeling workflows. The carboxylic acid group allows incorporation into activated ester or amide-forming chemistries, while the terminal alkyne provides a robust click handle for rapid conjugation to azide-functional reagents. This combination is particularly valuable when researchers need improved solubility, reduced nonspecific interactions, and a controllable spacing between the biomolecule and the appended reporter or capture moiety.
2. Fluorescent Probe Assembly
Propargyl-PEG4-acid is well suited for building fluorescent and imaging probes where an alkyne-bearing intermediate is required to connect to azide-functional fluorophores or quencher systems. In probe generation pipelines, the PEG4 spacer helps maintain aqueous dispersibility and can mitigate steric constraints that otherwise limit labeling efficiency. By using Propargyl-PEG4-acid as the click-compatible scaffold, teams can standardize probe construction across multiple targets, swapping azide partners while keeping the same alkyne-bearing backbone for consistent reagent handling.
3. Surface and Material Functionalization
Propargyl-PEG4-acid is commonly used to introduce clickable alkyne functionality onto polymeric materials, hydrogels, and prepared surfaces prior to immobilization of azide-tagged biomolecules or detection reagents. The PEG spacer supports better wetting and minimizes harsh local environments at the interface, which is advantageous for creating reproducible functional coatings and patterned binding layers. Researchers in biomaterials science and diagnostic reagent development often rely on Propargyl-PEG4-acid to create stable, modular surfaces that can be rapidly “decorated” with azide-functional components through click conjugation.
4. Molecular Imaging Reagent Building
Propargyl-PEG4-acid is used as a linker for constructing molecular imaging reagent components that require orthogonal modular assembly, typically by pairing the terminal alkyne with azide-functional imaging tags or targeting motifs. The PEG4 chain provides a hydrophilic, flexible separation between the imaging moiety and the conjugation site, which can be important for maintaining solubility and minimizing unfavorable interactions during reagent preparation. In molecular imaging and chemical biology laboratories, Propargyl-PEG4-acid enables streamlined synthesis of probe libraries by allowing azide-tag exchange while keeping a consistent alkyne-bearing precursor.
Computed Properties
| XLogP3 | -0.8 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 13 |
| Exact Mass | 260.12598835 g/mol |
| Monoisotopic Mass | 260.12598835 g/mol |
| Topological Polar Surface Area | 74.2Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 244 |
| 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 |
|---|---|---|
| WO-2022272307-A1 | Bifunctional folate receptor binding compounds | 2021-06-24 |
| WO-2022150721-A1 | Bifunctional folate receptor binding compounds | 2021-01-08 |
| WO-2022133281-A1 | Compositions and methods for the treatment of human immunodeficiency virus | 2020-12-17 |
| WO-2021050612-A1 | Compositions and methods for the treatment of respiratory syncytial virus | 2019-09-09 |
| CA-3153626-A1 | Compositions and methods for the treatment of respiratory syncytial virus | 2019-09-09 |
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