
DBCO-PEG24-acid
| Catalog Number | R01-0413 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C70H116N2O28 |
| Molecular Weight | 1433.7 |
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Product Introduction
DBCO-PEG24-acid is a bifunctional reagent featuring a dibenzocyclooctyne (DBCO) moiety and a carboxylic acid group linked by a polyethylene glycol (PEG) spacer. This reagent participates in strain-promoted azide-alkyne cycloaddition (SPAAC) reactions, facilitating bioorthogonal conjugation without the need for copper catalysis. The PEG24 linker enhances solubility and flexibility, making DBCO-PEG24-acid suitable for surface modification, polymer functionalization, and the conjugation of biomolecules in diverse experimental settings.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| IUPAC Name | 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O |
| InChI | InChI=1S/C70H116N2O28/c73-68(11-12-69(74)72-63-66-7-2-1-5-64(66)9-10-65-6-3-4-8-67(65)72)71-14-16-78-18-20-80-22-24-82-26-28-84-30-32-86-34-36-88-38-40-90-42-44-92-46-48-94-50-52-96-54-56-98-58-60-100-62-61-99-59-57-97-55-53-95-51-49-93-47-45-91-43-41-89-39-37-87-35-33-85-31-29-83-27-25-81-23-21-79-19-17-77-15-13-70(75)76/h1-8H,11-63H2,(H,71,73)(H,75,76) |
| InChIKey | UQDUEOCZBDBAER-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG24-acid is a strained cyclooctyne (DBCO) click-chemistry reagent functionalized with a long, hydrophilic PEG spacer and a terminal carboxylic acid. This structure supports copper-free strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-bearing biomolecules, surfaces, and materials while the PEG chain improves solubility, reduces nonspecific interactions, and provides distance control for conjugation. The terminal acid enables downstream coupling to amines or other carboxyl-reactive chemistries commonly used in probe, coating, and biomaterials workflows.
1. Bioorthogonal Surface Labeling
DBCO-PEG24-acid is widely used to introduce SPAAC-reactive handles onto surfaces and coating materials where azide-functional targets are available, including polymer films, microarrays, and functionalized nanoparticles. The PEG24 spacer helps maintain accessibility of the DBCO moiety and mitigates steric crowding, which is important for consistent labeling across heterogeneous surface chemistries. The carboxylic acid functionality supports integration into broader material functionalization strategies, enabling researchers to immobilize PEG-DBCO linkers on substrates prior to azide-based capture steps.
2. PEGylated Probe Conjugation
DBCO-PEG24-acid is a common building block for constructing PEGylated research probes that require controlled spacing between a recognition element and a reactive conjugation site. In molecular imaging and diagnostic reagent development pipelines, the long PEG chain can reduce aggregation and improve handling of conjugates in aqueous buffers, while still providing a robust SPAAC coupling point to azide-labeled dyes, affinity ligands, or reporter modules. The terminal acid also supports linkage to amine-containing components via standard coupling chemistries, allowing the DBCO-PEG motif to be incorporated as a modular spacer rather than as a fixed part of the reporter.
3. Biomaterials Functionalization
DBCO-PEG24-acid is used to functionalize biomaterials and hydrogel-like systems that are subsequently crosslinked or decorated through azide-mediated click conjugation. The PEG24 segment contributes to water compatibility and can help preserve the local microenvironment around the reactive DBCO group, which is valuable when modifying soft materials, porous scaffolds, or polymer networks. Researchers often employ the carboxylic acid to anchor the linker into material architectures that present reactive amines or other coupling partners, enabling spatially defined introduction of SPAAC reactivity for downstream azide-bearing components.
4. Multivalent Targeting Platforms
DBCO-PEG24-acid supports multivalent design strategies where multiple SPAAC-reactive sites are needed to enhance binding density or to build modular targeting constructs. The PEG spacer length is particularly useful for tuning presentation of DBCO groups relative to bulky ligands, nanoparticles, or scaffold proteins, helping maintain accessibility for azide-bearing partners. The carboxylic acid enables incorporation into larger conjugate assemblies through amide-forming or other carboxyl-reactive coupling routes, allowing teams to generate consistent, reproducible multicomponent platforms for labeling, assay development, and materials-based research tools.
Computed Properties
| XLogP3 | -2 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 28 |
| Rotatable Bond Count | 78 |
| Exact Mass | 1432.77146105 g/mol |
| Monoisotopic Mass | 1432.77146105 g/mol |
| Topological Polar Surface Area | 308Ų |
| Heavy Atom Count | 100 |
| Formal Charge | 0 |
| Complexity | 1870 |
| 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 |
|---|---|---|
| US-2022096648-A1 | Antibody-drug conjugates comprising glp1 peptidomimetics and uses thereof | 2020-09-14 |
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