
DBCO-PEG8-Mal
| Catalog Number | R01-0386 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C44H58N4O13 |
| Molecular Weight | 851.0 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DBCO-PEG8-Mal is a heterobifunctional reagent featuring a dibenzocyclooctyne (DBCO) moiety and a maleimide group linked by an eight-unit polyethylene glycol (PEG) spacer. The DBCO functionality enables strain-promoted azide-alkyne cycloaddition (SPAAC) reactions, facilitating copper-free click chemistry applications, while the maleimide group is reactive towards thiol groups, allowing for efficient bioconjugation to cysteine residues. This reagent is commonly used in the modification of biomolecules, enabling dual-functionalization strategies for advanced labeling, surface modification, and polymer conjugation.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | 4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-oxobutanamide |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN4C(=O)C=CC4=O |
| InChI | InChI=1S/C44H58N4O13/c49-40(11-12-44(53)48-35-38-7-2-1-5-36(38)9-10-37-6-3-4-8-39(37)48)45-16-19-54-21-23-56-25-27-58-29-31-60-33-34-61-32-30-59-28-26-57-24-22-55-20-17-46-41(50)15-18-47-42(51)13-14-43(47)52/h1-8,13-14H,11-12,15-35H2,(H,45,49)(H,46,50) |
| InChIKey | QVDWXJPVYDMUAJ-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG8-Mal is a dibenzocyclooctyne (DBCO) functionalized polyethylene glycol (PEG) linker bearing a maleimide group, designed for strain-promoted azide–alkyne cycloaddition (SPAAC) and subsequent thiol–maleimide conjugation workflows. The PEG spacer improves aqueous solubility and reduces steric constraints, while the maleimide handle enables stable coupling to thiol-containing biomolecules, peptides, and polymer surfaces. This reagent is commonly used in chemical biology and biomaterials research to build modular, dual-reactive conjugates for labeling, surface functionalization, and probe assembly.
1. Protein And Peptide Labeling
DBCO-PEG8-Mal is widely used to generate site-specific protein and peptide conjugates through maleimide–thiol coupling, followed by SPAAC attachment of an azide-bearing partner. Researchers use the PEG spacer to maintain accessibility of both reactive groups, supporting efficient labeling of cysteine- or thiol-functionalized targets such as engineered proteins, peptide tags, and reduction-activated biomolecules. The resulting DBCO-functional conjugates are then compatible with azide-functional dyes, affinity handles, or imaging reagents, enabling streamlined workflows in proteomics sample preparation, biomarker assay development, and mechanistic studies requiring orthogonal bioconjugation.
2. Cell Surface Biomaterials Functionalization
DBCO-PEG8-Mal is a practical reagent for functionalizing biomaterial surfaces and cell-associated materials where thiol-reactive coupling is needed before SPAAC-based patterning. Maleimide chemistry allows attachment to thiol-bearing coatings, extracellular matrix mimics, or thiolated polymer layers, while the DBCO group provides a convenient handle for subsequent reaction with azide-functional ligands, reporters, or crosslinking components. This dual-reactivity supports fabrication of modular biointerfaces used in cell biology workflows, including preparation of functionalized hydrogels, coatings for microcarriers, and patterned surfaces for studying biomolecular interactions under controlled presentation.
3. Multimodal Probe Assembly
DBCO-PEG8-Mal is frequently employed as a linker for assembling multimodal chemical biology probes by combining thiol-based installation of targeting or recognition elements with SPAAC “click” coupling to azide-tagged reporter modules. The maleimide group enables conjugation to thiol-containing components such as cysteine-bearing peptides, antibody fragments, or affinity peptides, while the DBCO moiety supports rapid coupling to azide-bearing fluorophores, enrichment tags, or imaging scaffolds. The PEG8 spacer helps preserve binding and optical accessibility, making the reagent useful for constructing complex probe sets used in molecular imaging research, imaging reagent development, and analytical workflows that require modular interchange of targeting and reporting components.
4. Polymer and Nanoparticle Conjugation
DBCO-PEG8-Mal supports the preparation of thiol-functional polymer and nanoparticle conjugates that can be further decorated via SPAAC with azide-bearing molecules. Maleimide–thiol coupling is commonly used to incorporate DBCO functionality onto polymer backbones, PEGylated materials, and thiolated particle coatings, enabling subsequent attachment of dyes, affinity ligands, or surface-active components through strain-promoted cycloaddition. In downstream development, this approach is used to tailor conjugate architecture for materials characterization, reagent immobilization on solid supports, and development of research-grade nanocarriers where controlled spacing and aqueous compatibility are important for reproducible labeling and assembly.
Computed Properties
| XLogP3 | -0.6 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 33 |
| Exact Mass | 850.40003792 g/mol |
| Monoisotopic Mass | 850.40003792 g/mol |
| Topological Polar Surface Area | 190Ų |
| Heavy Atom Count | 61 |
| Formal Charge | 0 |
| Complexity | 1400 |
| 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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