
t-Boc-N-Amido-PEG9-propargyl
| Catalog Number | R01-0153 |
| Category | Alkynes |
| Molecular Formula | C26H49NO11 |
| Molecular Weight | 551.7 |
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Product Introduction
t-Boc-N-Amido-PEG9-propargyl is an alkyne linker that can be used in Click Chemistry reactions with azides to yield a stable triazole linkage; copper is required for catalyzation. Under mild acidic conditions, the Boc group can be removed to form a free amine.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Boc-NH-PEG9-propargyl |
| Purity | 97% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C26H49NO11/c1-5-7-29-9-11-31-13-15-33-17-19-35-21-23-37-24-22-36-20-18-34-16-14-32-12-10-30-8-6-27-25(28)38-26(2,3)4/h1H,6-24H2,2-4H3,(H,27,28) |
| InChIKey | ZKDWMZJRGSVZCY-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
t-Boc-N-Amido-PEG9-propargyl is a PEGylated propargylated amide building block designed for copper-free and copper-mediated click chemistry workflows, most commonly used as an alkyne handle for subsequent conjugation. The reagent combines a protected amide functionality (t-Boc) with a flexible PEG9 spacer that improves solubility and reduces nonspecific interactions in labeling and material-modification contexts. Its propargyl group enables efficient installation of the alkyne moiety onto biomolecule-derived scaffolds, polymer backbones, and surface-reactive platforms for downstream probe, linker, and imaging-reagent assembly.
1. Bioconjugation Linker Chemistry
t-Boc-N-Amido-PEG9-propargyl is frequently employed as a PEG-based alkyne linker intermediate in bioconjugation workflows where an alkyne functionality must be introduced onto proteins, peptides, or other macromolecular carriers. Researchers use the PEG9 spacer to moderate steric effects and enhance aqueous compatibility during labeling and purification steps, supporting robust downstream coupling to azide-bearing partners such as affinity tags, targeting ligands, or functional biomolecules. The t-Boc-protected amide motif also offers a practical handle for controlled deprotection and coupling strategies in multi-step conjugation schemes, enabling modular assembly of research-grade conjugates for chemical biology tool development.
2. Surface Functionalization For Materials
t-Boc-N-Amido-PEG9-propargyl is well suited for incorporating alkyne groups into polymeric and surface-modified materials that require later click immobilization. In biomaterials and coatings research, the PEG9 chain is commonly used to improve surface hydration and reduce nonspecific adsorption, which is valuable for creating low-fouling interfaces prior to attaching azide-functional biomolecules or reporter components. The reagent’s propargyl functionality supports reliable patterning and post-functionalization strategies, allowing materials scientists to generate clickable surfaces for assay development, reagent immobilization, and platform prototyping where modular attachment is preferred over direct grafting.
3. Molecular Imaging Probe Assembly
t-Boc-N-Amido-PEG9-propargyl is used as a convenient alkyne-bearing component in the construction of molecular imaging and detection probes that rely on azide–alkyne click conjugation for final assembly. Probe developers often select PEG spacers to tune solubility, minimize aggregation, and improve handling during probe formulation and purification. By providing a protected, reactive intermediate that can be incorporated into probe scaffolds before the final click step, the reagent supports flexible design of reporter constructs such as fluorophore- or affinity-tagged imaging reagents where orthogonal modular coupling is advantageous.
4. Diagnostic Reagent And Assay Platforms
t-Boc-N-Amido-PEG9-propargyl is commonly applied in the preparation of diagnostic and analytical assay reagents that are built from modular clickable components. In assay development, the reagent’s PEG9-linked propargyl handle enables straightforward conjugation to azide-functional capture elements, reporting groups, or assay-compatible polymers, supporting consistent reagent assembly and batch-to-batch reproducibility. The protected amide functionality can be leveraged during intermediate scaffold preparation, helping teams organize multi-component workflows where click chemistry is used as a reliable final conjugation step to generate standardized reagent formats for laboratory testing and platform evaluation.
Computed Properties
| XLogP3 | -0.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 30 |
| Exact Mass | 551.33056138 g/mol |
| Monoisotopic Mass | 551.33056138 g/mol |
| Topological Polar Surface Area | 121Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 563 |
| 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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