
DBCO-amine | CAS 1255942-06-3
| Catalog Number | R01-0281 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C18H16N2O |
| Molecular Weight | 276.33 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DBCO-amine is a core ADC linker building block with a dibenzocyclooctyne group for copper-free click conjugation, enabling efficient and site-specific antibody-payload attachment in targeted therapies.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Azadibenzocyclooctyne-amine |
| Purity | 95 % |
| IUPAC Name | |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCN |
| InChI | InChI=1S/C18H16N2O/c19-12-11-18(21)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13,19H2 |
| InChIKey | OCCYFTDHSHTFER-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Slightly yellow to slightly crystalline |
| Melting Point | 86-96 °C |
| LogP | 3.04710 |
Product Specification
| Storage | Store at -20 °C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
DBCO-amine is a strained cyclooctyne (DBCO) click-chemistry reagent bearing a primary amine handle, enabling copper-free strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functional partners. Its dual functionality makes it particularly useful for building modular bioconjugates where an amine is needed for coupling to biomolecules, surfaces, or polymers, while the DBCO moiety provides rapid, catalyst-free ligation to azide-bearing targets. This combination is widely used in chemical biology, biomaterials, and molecular imaging workflows that require stable conjugation under mild conditions.
1. Azide Bioconjugation Labeling
DBCO-amine is commonly used to attach azide-functional biomolecules and probes via copper-free click chemistry, supporting efficient labeling in complex biological buffers. The DBCO group provides the primary recognition element for SPAAC, while the amine functionality allows practical downstream handling such as conjugation to carriers, introduction into protein-labeling schemes, or incorporation into multi-component reagent sets. Researchers frequently select DBCO-amine when they need a robust click handle that avoids copper exposure and can be integrated into workflows for fluorescent tagging, affinity reagents, and azide-bearing detection constructs.
2. Surface Functionalization And Coatings
DBCO-amine is well suited for preparing azide-reactive surfaces and coating materials by first using its amine to anchor to activated substrates, then using the DBCO handle to capture azide-functional components. In biomaterials and materials chemistry settings, this approach supports the creation of spatially defined biointerfaces, where immobilized DBCO groups can be used to pattern or assemble azide-bearing ligands, polymers, or biomolecule conjugates. Such surface engineering is frequently applied in assay development, microenvironment tuning, and modular assembly of functional layers for research-grade platforms.
3. Polymer And Hydrogel Crosslinking
DBCO-amine is used in polymer science and biomaterials to construct click-crosslinked networks and modular hydrogel systems using azide-functional macromers. The amine group enables incorporation into polymer backbones or coupling to polymer precursors, while the DBCO moiety provides the reactive site for SPAAC with azide groups during network formation or post-functionalization. This makes DBCO-amine a practical reagent for generating materials with defined functional density, enabling researchers to create tunable scaffolds for cell-interaction studies, multi-component material assembly, and integration of imaging or sensing motifs that are carried by azide-functional building blocks.
4. Molecular Imaging Probe Assembly
DBCO-amine is frequently employed as a modular linker for constructing azide-bearing molecular imaging probes and diagnostic reagent components through SPAAC. The reagent’s DBCO functionality supports efficient conjugation to azide-tagged imaging vectors, while the amine handle provides a convenient point for preparing conjugate intermediates that can be further coupled to targeting scaffolds, nanoparticles, or carrier systems. In molecular imaging and chemical biology research, DBCO-amine is valued for enabling flexible probe assembly without relying on copper catalysts, which can be problematic for sensitive labeling reagents and complex probe formulations.
Computed Properties
| XLogP3 | 1.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 276.126263138 g/mol |
| Monoisotopic Mass | 276.126263138 g/mol |
| Topological Polar Surface Area | 46.3Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 447 |
| 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 |
|---|---|---|
| CN-113476619-A | A kind of 18F-labeled nanobody probe and its preparation method and application | 2021-07-08 |
| CN-113476619-B | A kind of 18F labeled nano antibody probe and its preparation method and application | 2021-07-08 |
| WO-2023277144-A1 | Humanized antibody capable of binding to heg1 protein, and complex of said antibody and radioactive nuclear species | 2021-06-30 |
| WO-2022270549-A1 | Novel polymer-coated crosslinked alginate gel fiber | 2021-06-23 |
| WO-2022263944-A1 | Azido-containing monomers, polymers, and articles | 2021-06-16 |
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