
DBCO-PEG6-acid
| Catalog Number | R01-0414 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C34H44N2O10 |
| Molecular Weight | 640.7 |
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Product Introduction
DBCO-PEG6-acid is a reagent that features a dibenzocyclooctyne (DBCO) group, known for its ability to participate in strain-promoted azide-alkyne cycloaddition reactions, allowing for copper-free click chemistry applications. The inclusion of a PEG6 spacer provides enhanced solubility and flexibility, facilitating its incorporation into bioconjugation strategies and surface modification protocols. The carboxylic acid functionality enables further derivatization or conjugation to amine-containing molecules, making it suitable for applications in linker design and polymer functionalization.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | 3-[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]propanoic acid |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O |
| InChI | InChI=1S/C34H44N2O10/c37-32(11-12-33(38)36-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)36)35-14-16-42-18-20-44-22-24-46-26-25-45-23-21-43-19-17-41-15-13-34(39)40/h1-8H,11-27H2,(H,35,37)(H,39,40) |
| InChIKey | NBCHNMYYEDTNKC-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG6-acid is a strained cyclooctyne (DBCO) click chemistry reagent bearing a PEG6 spacer and a terminal carboxylic acid, designed for efficient copper-free strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functional partners. The PEG spacer improves aqueous compatibility and helps reduce steric effects during bioconjugation, while the acid handle enables straightforward coupling to amines, surfaces, or activated biomolecule/material scaffolds. This combination makes DBCO-PEG6-acid a widely used building block for preparing azide-reactive conjugates, labeling reagents, and functional materials used across chemical biology, biomaterials, and molecular imaging workflows.
1. PEGylated Bioconjugation Labeling
DBCO-PEG6-acid is commonly used to introduce DBCO functionality into PEGylated labeling reagents and bioconjugates where improved solubility and spacing are important. Researchers incorporate the terminal carboxylic acid to link the reagent to amine-containing biomolecules, polymers, or carrier scaffolds, generating DBCO-bearing constructs that can then be rapidly clicked to azide-tagged targets under copper-free conditions. The PEG6 length is particularly valuable when conjugation needs to maintain accessibility of the reactive handle for downstream SPAAC labeling of proteins, peptides, or nucleic-acid-associated probes.
2. Surface Immobilization And Coatings
DBCO-PEG6-acid is frequently selected for creating DBCO-functional surfaces and coatings used in assay development and materials research. The carboxylic acid enables attachment to activated surfaces, polymer films, or linker-containing substrates, producing stable DBCO-presenting interfaces that can subsequently capture azide-functional biomolecules or affinity reagents via SPAAC. This approach supports modular surface engineering, allowing laboratories to pattern or functionalize materials for biosensing, affinity capture, and multistep reagent assembly without introducing copper-related limitations.
3. Multivalent Probe Construction
DBCO-PEG6-acid is well suited for building multivalent molecular probes where spacing and reduced steric crowding improve labeling efficiency and probe performance in complex mixtures. By using the acid functionality to incorporate DBCO into polymer backbones, branched scaffolds, or linker-rich probe architectures, teams can create azide-reactive conjugates that are then clicked to multiple azide-bearing components. The PEG6 spacer helps maintain flexibility between the DBCO moiety and the scaffold, supporting the design of modular imaging and detection reagents used in molecular imaging and chemical biology tool development.
4. Polymer And Hydrogel Functionalization
DBCO-PEG6-acid is used to functionalize synthetic polymers and hydrogels for creating clickable, bioorthogonal material platforms. The terminal carboxylic acid allows incorporation into polymer networks or crosslinking schemes, yielding DBCO-functional matrices that can be post-modified with azide-bearing ligands, peptides, or reporter groups through SPAAC. Such materials are commonly employed in research settings to generate tunable, modular biomaterial systems where controlled presentation of reactive sites and aqueous compatibility are critical for iterative labeling and characterization workflows.
Computed Properties
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 24 |
| Exact Mass | 640.29959560 g/mol |
| Monoisotopic Mass | 640.29959560 g/mol |
| Topological Polar Surface Area | 142Ų |
| Heavy Atom Count | 46 |
| Formal Charge | 0 |
| Complexity | 951 |
| 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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