
DBCO-PEG8-Maleimide
| Catalog Number | R01-0389 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C44H58N4O13 |
| Molecular Weight | 851.0 |
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Product Introduction
DBCO-PEG8-Maleimide is a bifunctional reagent that combines a dibenzocyclooctyne (DBCO) moiety with a maleimide group via an eight-unit polyethylene glycol (PEG) spacer. The DBCO functionality enables strain-promoted azide-alkyne cycloaddition reactions, facilitating bioorthogonal conjugation processes without the need for copper catalysts. The maleimide end is reactive towards thiol groups, making it suitable for site-specific labeling and crosslinking of proteins and other biomolecules, while the PEG8 linker provides enhanced solubility and flexibility in complex biological environments.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | N-[2-[2-[2-[2-[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]ethoxy]ethoxy]ethoxy]ethyl]-3-(2,5-dioxopyrrol-1-yl)propanamide |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN4C(=O)C=CC4=O |
| InChI | InChI=1S/C44H58N4O13/c49-40(14-18-47-42(51)11-12-43(47)52)46-17-20-55-22-24-57-26-28-59-30-32-61-34-33-60-31-29-58-27-25-56-23-21-54-19-15-41(50)45-16-13-44(53)48-35-38-7-2-1-5-36(38)9-10-37-6-3-4-8-39(37)48/h1-8,11-12H,13-35H2,(H,45,50)(H,46,49) |
| InChIKey | DYIXRUWSTLEADN-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG8-Maleimide is a difluorobenzocyclooctyne (DBCO)-based click chemistry reagent that combines a strained-alkyne handle for copper-free strain-promoted azide–alkyne cycloaddition (SPAAC) with a PEG8 spacer and a maleimide reactive group. The PEG linker improves solubility and spacing control for conjugation workflows, while the maleimide enables rapid thiol-reactive coupling to cysteine-containing biomolecules and thiolated materials. This dual-function design is widely used in chemical biology, biomaterials functionalization, and molecular imaging tool development where orthogonal, modular assembly of multifunctional constructs is required.
1. Protein And Peptide Labeling
DBCO-PEG8-Maleimide is commonly used to install a DBCO click handle onto proteins and peptides via thiol–maleimide coupling, including cysteine-bearing targets generated through site-specific engineering or controlled reduction of disulfides. The PEG8 spacer helps reduce steric crowding near the alkyne, supporting efficient downstream SPAAC attachment to azide-functional partners such as imaging tags, affinity handles, or reporter polymers. Researchers often use this reagent to create well-defined, modular bioconjugates for proteomics workflows, receptor-binding studies, and mechanistic assays that require subsequent azide-based ligation under copper-free conditions.
2. Antibody And Affinity Conjugates
DBCO-PEG8-Maleimide is frequently selected for preparing antibody conjugates and other affinity reagents that need a robust click-compatible handle for later assembly. Maleimide chemistry provides a straightforward route to attach DBCO-bearing linkers to thiolated antibody derivatives, enabling subsequent SPAAC coupling to azide-functional imaging probes, DNA barcodes, or multivalent targeting modules. The PEG8 linker is particularly valuable in antibody labeling contexts because it can improve conjugate homogeneity and accessibility of the strained alkyne for consistent labeling across different batches of azide-bearing reagents.
3. Surface And Material Functionalization
DBCO-PEG8-Maleimide is used to functionalize biomaterial surfaces and solid supports that present thiol groups, including thiolated polymers, hydrogel matrices, and engineered coatings. By introducing DBCO moieties through maleimide–thiol coupling, materials can be post-functionalized with azide-bearing ligands, fluorescent reporters, or bioactive motifs using copper-free click chemistry. This approach supports modular fabrication of clickable interfaces for assay development, cell-interaction studies, and materials-based sensing platforms where spatial presentation and linker length control are important for reproducible probe attachment.
4. DNA, RNA, And Oligonucleotide Probes
DBCO-PEG8-Maleimide is applied in nucleic-acid labeling strategies where thiol-reactive coupling is used to append a DBCO click handle to DNA or RNA constructs prior to SPAAC with azide-functional reporters. Maleimide chemistry accommodates thiol modifications introduced at termini or via internal linkers, enabling efficient assembly of fluorescent oligonucleotide probes, affinity capture reagents, and multicomponent nucleic-acid nanostructures. The PEG8 spacer helps maintain probe accessibility and reduces steric effects that can otherwise interfere with hybridization-dependent performance in downstream nucleic-acid workflows.
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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