
t-Boc-N-Amido-PEG12-propargyl | CAS 1520979-34-3
| Catalog Number | R01-0151 |
| Category | Alkynes |
| Molecular Formula | C32H61NO14 |
| Molecular Weight | 683.8 |
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Product Introduction
t-Boc-N-Amido-PEG12-propargyl can participate in copper catalyzed Click Chemistry reactions with biomolecules that contain azide. The t-Boc protected amine can be deprotected under mild acidic conditions. The PEG spacer helps improve the water-solubility of the molecule.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Boc-NH-PEG12-propargyl |
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C32H61NO14/c1-5-7-35-9-11-37-13-15-39-17-19-41-21-23-43-25-27-45-29-30-46-28-26-44-24-22-42-20-18-40-16-14-38-12-10-36-8-6-33-31(34)47-32(2,3)4/h1H,6-30H2,2-4H3,(H,33,34) |
| InChIKey | BWGQYPVJEDNKGW-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
t-Boc-N-Amido-PEG12-propargyl is a PEGylated, propargyl-functional click chemistry reagent designed to introduce a terminal alkyne handle onto amide-bearing scaffolds. As an alkyne component for copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC), it is widely used to build modular conjugates with azide-functional partners such as biomolecules, targeting ligands, or material surfaces. The combination of a PEG spacer and a protected amide motif supports aqueous compatibility and controlled reactivity in labeling, surface functionalization, and probe assembly workflows.
1. Bioconjugation Labeling
t-Boc-N-Amido-PEG12-propargyl is commonly used by chemical biology and bioconjugation teams to install a propargyl/alkyne tag on amide-containing constructs prior to CuAAC coupling with azide-bearing biomolecules. The PEG12 spacer helps reduce nonspecific interactions and improves solubility for labeling workflows that involve proteins, peptides, and nucleic-acid related reagents, where stable, water-compatible conjugation handles are essential. Researchers leverage this reagent to generate azide-reactive conjugates for downstream assay development, affinity probes, and modular reagent libraries, enabling consistent attachment points and tunable linker length.
2. Surface and Material Functionalization
t-Boc-N-Amido-PEG12-propargyl supports propargylation of polymeric or biomaterial surfaces that are subsequently functionalized through azide–alkyne click coupling. In biomaterials science, the PEG spacer is frequently selected to promote antifouling behavior and to improve accessibility of reactive sites on coatings, hydrogels, and scaffold materials. Material developers use the reagent to create stable, modular interfaces where azide-functional components can be patterned or assembled, including affinity ligands, capture reagents, and imaging-capable tags that require controlled surface density and spacing.
3. Molecular Imaging Probe Assembly
t-Boc-N-Amido-PEG12-propargyl is used in molecular imaging and diagnostic reagent development to incorporate an alkyne handle into probe precursors that are later coupled to azide-functional reporters. The PEG12 chain provides a flexible, hydrophilic linker environment that can help maintain probe solubility and reduce aggregation during formulation and conjugation steps. Probe designers rely on this reagent to create structured conjugates for fluorescent or luminescent labeling strategies, as well as for assembling multi-component imaging platforms where orthogonal, modular click coupling is preferred for reliable reagent construction.
4. Diagnostic Reagent Platforms
t-Boc-N-Amido-PEG12-propargyl is frequently employed in the build-out of diagnostic and analytical reagent platforms that require robust, modular conjugation chemistries. By introducing a terminal alkyne group through a PEG-based linker, it enables systematic coupling to azide-functional detection components such as affinity reagents, labeling moieties, and assay-building blocks. Reagent developers value the PEG spacer for improving handling in aqueous buffers and for supporting reproducible conjugate architecture, which is particularly useful when constructing panels of click-assembled reagents for screening, binding studies, and assay optimization workflows.
Computed Properties
| XLogP3 | -0.7 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 39 |
| Exact Mass | 683.40920562 g/mol |
| Monoisotopic Mass | 683.40920562 g/mol |
| Topological Polar Surface Area | 149Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 701 |
| 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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