
DBCO-PEG5-DBCO
| Catalog Number | R01-0309 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C50H54N4O9 |
| Molecular Weight | 854.92 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DBCO-PEG5-DBCO is a bifunctional reagent featuring two dibenzocyclooctyne (DBCO) groups linked by a polyethylene glycol (PEG) spacer. This compound participates in strain-promoted azide-alkyne cycloaddition reactions, enabling the conjugation of azide-functionalized molecules without the need for copper catalysis. Its PEG linker enhances solubility and flexibility, making it suitable for applications in macromolecular assembly and surface modification.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | N,N'-bis(3-{2-azatricyclo[10.4.0.0,hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl}-3-oxopropyl)-4,7,10,13,16-pentaoxanonadecanediamide |
| Purity | >95% |
| IUPAC Name | N-[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]-3-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanamide |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)CCOCCOCCOCCOCCOCCC(=O)NCCC(=O)N4CC5=CC=CC=C5C#CC6=CC=CC=C64 |
| InChI | InChI=1S/C50H54N4O9/c55-47(51-25-21-49(57)53-37-43-13-3-1-9-39(43)17-19-41-11-5-7-15-45(41)53)23-27-59-29-31-61-33-35-63-36-34-62-32-30-60-28-24-48(56)52-26-22-50(58)54-38-44-14-4-2-10-40(44)18-20-42-12-6-8-16-46(42)54/h1-16H,21-38H2,(H,51,55)(H,52,56) |
| InChIKey | SKXBZFNMPUFHFH-UHFFFAOYSA-N |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Appearance | Off-white solid |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG5-DBCO is a bifunctional, PEG-based dibenzocyclooctyne (DBCO) click chemistry reagent designed for strain-promoted azide–alkyne cycloaddition (SPAAC). Its two DBCO termini enable efficient, catalyst-free conjugation to azide-bearing biomolecules, surfaces, or polymer scaffolds, while the PEG5 linker provides spacing and improved solubility for downstream labeling and material assembly. This dual-reactive architecture is widely used in chemical biology and biomaterials workflows that require controlled multivalent coupling, modular probe construction, and network formation through azide-functional handles.
1. Multivalent Biomolecule Labeling
DBCO-PEG5-DBCO is commonly used to generate multivalent conjugates by bridging two azide-containing targets or by installing two reactive handles onto a single construct. Researchers in chemical biology and molecular imaging frequently employ this reagent to enhance labeling density on proteins, peptides, antibodies, or nucleic-acid-binding components that have been functionalized with azide groups. The PEG5 spacer helps reduce steric congestion at the coupling sites, supporting more consistent probe-to-target attachment in complex labeling workflows where multiple reactive moieties must be accommodated simultaneously.
2. Surface and Material Functionalization
DBCO-PEG5-DBCO is well suited for functionalizing azide-presenting surfaces and polymeric materials, including coatings, hydrogel platforms, and microfabricated substrates used in research-grade biosensing and biomaterials studies. By using the dual DBCO groups, it can act as a linker that immobilizes azide-bearing capture ligands or enables patterned attachment of multiple components to a single material batch. This application is particularly relevant when a stable, catalyst-free conjugation strategy is desired for maintaining the activity of sensitive biomolecules during surface modification and when spatial separation between immobilized ligands improves accessibility.
3. Crosslinking and Network Assembly
DBCO-PEG5-DBCO is frequently applied in crosslinking and network-building strategies where azide-functional polymers or macromolecular building blocks are used to form defined architectures. The bifunctional nature of DBCO-PEG5-DBCO allows it to connect azide-bearing components into higher-order assemblies, supporting the preparation of PEG-containing linkers that tune network spacing and mechanical or transport properties in biomaterials formulations. In industrial and translational research settings focused on advanced materials, this reagent is used to assemble modular systems for downstream use in assays, affinity capture formats, and structural scaffolds requiring controllable multivalency.
4. Imaging Probe and Tag Construction
DBCO-PEG5-DBCO is routinely incorporated into molecular imaging and diagnostic reagent development workflows that require modular attachment of imaging tags to azide-functional scaffolds. Its two SPAAC-reactive DBCO groups enable flexible design of probes where a single scaffold is linked to multiple imaging moieties or where a probe is assembled from separate azide-functional components. Chemical biology teams use DBCO-PEG5-DBCO to streamline probe generation under mild, catalyst-free conditions, supporting reproducible conjugate assembly for assay development, platform prototyping, and comparative studies of labeling architectures.
Computed Properties
| XLogP3 | 3.1 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 24 |
| Exact Mass | 854.38907931 g/mol |
| Monoisotopic Mass | 854.38907931 g/mol |
| Topological Polar Surface Area | 145Ų |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Complexity | 1470 |
| 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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