
Propargyl-PEG5-t-butyl ester | CAS 1245823-50-0
| Catalog Number | R01-0173 |
| Category | Alkynes |
| Molecular Formula | C18H32O7 |
| Molecular Weight | 360.44 |
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Product Introduction
Propargyl-PEG5-t-butyl ester is a protected alkyne-PEG linker used in ADC linker synthesis. The t-butyl ester provides orthogonal protection for selective deprotection and coupling during antibody-drug conjugate development.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Propargyl-PEG5-COOtBu; Propargyl-PEG4-CH2CH2-Boc; Propargyl-PEG4-Boc; Alkyne-PEG5-CH2CH2COOtBu; Propargyl-PEG5-tert-butyl ester; tert-Butyl 4,7,10,13,16-pentaoxanonadec-18-yn-1-oate; 1,1-Dimethylethyl 4,7,10,13,16-pentaoxanonadec-18-ynoate; 4,7,10,13,16-Pentaoxanonadec-18-ynoic acid, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 4,7,10,13,16-pentaoxanonadec-18-yn-1-oate; tert-butyl 4,7,10,13,16-pentaoxanonadec-18-ynoate |
| Purity | ≥95% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | tert-butyl 3-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C18H32O7/c1-5-7-20-9-11-22-13-15-24-16-14-23-12-10-21-8-6-17(19)25-18(2,3)4/h1H,6-16H2,2-4H3 |
| InChIKey | YPLMNICQRHSVNT-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO (10 mm) |
| Density | 1.045±0.06 g/cm3 (Predicted) |
| Appearance | Pale Yellow or Colorless Oily Liquid |
| Boiling Point | 420.6±40.0 °C at 760 mmHg |
| Vapor Pressure | 0.0±1.0 mmHg at 25°C |
| LogP | 0.53 |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
Propargyl-PEG5-t-butyl ester is a PEG-based propargylated ester designed for click chemistry workflows, most commonly as a functional handle that can be incorporated into larger biomolecule, polymer, or surface architectures. As a propargyl ether/ester motif, it provides an alkyne for copper-catalyzed azide–alkyne cycloaddition (CuAAC) or related strain-promoted click strategies after appropriate activation or processing. The PEG5 spacer and ester protecting group support solubility and flexible conjugation design, making the reagent relevant for building well-defined PEG linkers in chemical biology, materials, and imaging reagent development.
1. PEG Linker Conjugation
Propargyl-PEG5-t-butyl ester is widely used as a PEG spacer building block for installing alkyne functionality on target scaffolds prior to CuAAC-based coupling with azide-bearing partners. Researchers commonly employ this reagent to introduce distance and hydrophilicity between a reactive biomolecule (such as peptides, proteins, or nucleic-acid derivatives) and a downstream imaging, affinity, or labeling module. The PEG5 segment helps reduce nonspecific interactions and improves handling across aqueous conjugation conditions, while the propargyl handle enables modular assembly with azide-functional dyes, tags, or capture reagents. In practical workflows, it is selected when a flexible, biocompatible linker is needed to tune accessibility of the final conjugate.
2. Surface And Material Functionalization
Propargyl-PEG5-t-butyl ester is used to functionalize polymer surfaces, nanoparticles, and biomaterials with clickable alkyne groups for subsequent attachment of azide-functional coatings or ligands. Materials scientists often incorporate this reagent into surface modification strategies to create reactive interfaces that can be patterned or uniformly decorated via click chemistry, enabling reproducible presentation of functional moieties. The PEG spacer supports colloidal stability and can mitigate aggregation during material processing, which is valuable for downstream conjugation steps. This approach is frequently adopted in the development of functional coatings, sensor interfaces, and research-grade platforms where modular post-functionalization is preferred over one-step coupling.
3. Molecular Imaging Probe Assembly
Propargyl-PEG5-t-butyl ester serves as a convenient alkyne-bearing linker for assembling imaging probes through azide–alkyne click conjugation to fluorophores, affinity tags, or other reporter constructs. Probe developers use the PEG5-based design to improve water compatibility and to help maintain reporter accessibility after conjugation, which is important for generating reproducible labeling reagents for microscopy and analytical workflows. The t-butyl ester motif supports controlled incorporation during linker design, allowing conjugation schemes that separate installation of the alkyne handle from final coupling to the azide-labeled reporting component. As a result, the reagent is commonly used in research settings to generate modular probe libraries with consistent linker length and physicochemical properties.
4. Diagnostic Reagent And Assay Tools
Propargyl-PEG5-t-butyl ester is applied in the preparation of assay reagents and diagnostic research tools that require clickable handles for assembling multicomponent detection systems. In many laboratory and industrial R&D workflows, this reagent is used to introduce an alkyne functionality into capture reagents, labeling polymers, or assay-compatible conjugates, which are then coupled to azide-functional reporters or secondary binding elements via click chemistry. The PEG5 spacer is particularly useful when assay components must remain soluble and accessible, supporting robust reagent handling during conjugation and assay formulation. This makes the reagent a practical choice for building standardized reagent components used in assay development, reagent kit prototyping, and analytical method optimization.
Computed Properties
| XLogP3 | 0.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 18 |
| Exact Mass | 360.21480336 g/mol |
| Monoisotopic Mass | 360.21480336 g/mol |
| Topological Polar Surface Area | 72.4Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 367 |
| 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 |
|---|---|---|
| EP-3624854-A1 | Protein-drug conjugates and their use in the treatment of cancers | 2017-05-16 |
| US-2020069815-A1 | Protein-drug conjugates and their use in the treatment of cancers | 2017-05-16 |
| WO-2018210824-A1 | Protein-drug conjugates and their use in the treatment of cancers | 2017-05-16 |
| EP-2448929-A1 | Novel conjugates, preparation thereof, and therapeutic use thereof | 2009-06-29 |
| TW-201110986-A | Novel conjugates, preparation thereof and therapeutic use thereof | 2009-06-29 |
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