
Propargyl-PEG6-NHS ester | CAS 2093153-99-0
| Catalog Number | R01-0226 |
| Category | Alkynes |
| Molecular Formula | C20H31NO10 |
| Molecular Weight | 445.46 |
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Product Introduction
Propargyl-PEG6-NHS ester offers a PEG6 spacer with terminal NHS ester and alkyne group, optimized for bioorthogonal conjugation. This ADC linker improves payload solubility and precise attachment in next-generation antibody-drug conjugates.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2,5-Dioxopyrrolidin-1-yl 4,7,10,13,16,19-hexaoxadocos-21-yn-1-oate |
| Purity | >98.0% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | C#CCOCCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O |
| InChI | InChI=1S/C20H31NO10/c1-2-6-25-8-10-27-12-14-29-16-17-30-15-13-28-11-9-26-7-5-20(24)31-21-18(22)3-4-19(21)23/h1H,3-17H2 |
| InChIKey | WVFFBCAEFRYUEY-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Solid |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
Propargyl-PEG6-NHS ester is a PEG-based NHS ester designed for bioconjugation workflows that require installing a terminal alkyne handle for subsequent copper-free or copper-mediated click chemistry. As an NHS-activated ester, it reacts readily with primary amines on biomolecules and surfaces, enabling stable amide linkage while providing a flexible PEG spacer to improve accessibility and reduce steric effects. This reagent is widely used in chemical biology, molecular imaging probe development, and biomaterials functionalization where an alkyne-functional intermediate is needed for downstream click conjugation to azide-bearing partners.
1. Protein Labeling Workflows
Propargyl-PEG6-NHS ester is commonly used to functionalize proteins, peptides, and antibody fragments by targeting accessible primary amines, generating an alkyne-bearing conjugate that can be carried into azide-reactive click steps. The PEG6 spacer helps maintain probe mobility and accessibility, which is particularly valuable when attaching imaging tags, affinity handles, or other functional moieties that must remain exposed after conjugation. Researchers often employ this intermediate to prepare site-diverse but chemically defined alkyne-functional protein reagents for assay development, imaging reagent construction, and multi-component labeling strategies.
2. Surface And Material Functionalization
Propargyl-PEG6-NHS ester is frequently applied to modify amine-containing surfaces and biomaterial scaffolds, including polymer films, beads, and functionalized hydrogels, to introduce terminal alkyne groups for later click coupling. The NHS chemistry supports straightforward attachment to amine-rich substrates, while the PEG6 chain provides a hydrated linker that can improve coupling efficiency and reduce nonspecific steric hindrance during subsequent azide–alkyne conjugation. This use case is prevalent in materials science and diagnostic reagent development where modular surface patterning and stable tethering of functional ligands, reporters, or capture elements are required.
3. Molecular Imaging Probe Assembly
Propargyl-PEG6-NHS ester is well suited for constructing alkyne-functional imaging probes and reporter conjugates that are assembled through click chemistry with azide-bearing fluorophores, affinity tags, or scaffold components. The ability to first install an alkyne handle on a biomolecular carrier, followed by rapid conjugation to a second labeled component, supports flexible probe design and batch-to-batch modularity. In molecular imaging workflows, the PEG spacer often helps preserve signal-bearing group accessibility and supports consistent labeling behavior across different conjugate formats.
4. Multicomponent Bioconjugate Platforms
Propargyl-PEG6-NHS ester is used as an enabling intermediate for multicomponent bioconjugate platforms, where an alkyne-functional “handle” must be introduced early to coordinate later assembly steps. By converting amine-bearing starting materials into alkyne-bearing conjugates, teams can sequentially attach azide-functional partners such as targeting ligands, polymeric reporters, or engineered binding domains using click chemistry strategies. This approach is widely adopted in chemical biology tool development because it supports modular construction of complex conjugates while keeping the reactive click handle spatially separated via the PEG6 linker.
Computed Properties
| XLogP3 | -1.6 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 21 |
| Exact Mass | 445.19479619 g/mol |
| Monoisotopic Mass | 445.19479619 g/mol |
| Topological Polar Surface Area | 119Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 558 |
| 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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