
Sulfo DBCO-amine | CAS 2028284-70-8
| Catalog Number | R01-0408 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C₂₁H₂₁N₃O₅S |
| Molecular Weight | 427.47 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Sulfo DBCO-amine is a click chemistry reagent, which can be used as a PROTAC linker for the synthesis of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | SulfoDBCO-Amine; 2-amino-1-[(3-{2-azatricyclo[10.4.0.0,hexadeca-1(12),4(9),5,7,13,15-hexaen-10-yn-2-yl}-3-oxopropyl)carbamoyl]ethane-1-sulfonic acid; 3-amino-1-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-1-oxopropane-2-sulfonic acid |
| Purity | 95% |
| IUPAC Name | 3-amino-1-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-1-oxopropane-2-sulfonic acid |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)C(CN)S(=O)(=O)O |
| InChI | InChI=1S/C21H21N3O5S/c22-13-19(30(27,28)29)21(26)23-12-11-20(25)24-14-17-7-2-1-5-15(17)9-10-16-6-3-4-8-18(16)24/h1-8,19H,11-14,22H2,(H,23,26)(H,27,28,29) |
| InChIKey | LPNNWQSOQIRTRP-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Sulfo DBCO-amine is a water-soluble DBCO (dibenzocyclooctyne) click-chemistry reagent bearing an amine handle, designed for strain-promoted azide–alkyne cycloaddition (SPAAC) under bioconjugation conditions. Its sulfonate functionality supports aqueous compatibility, while the DBCO core enables rapid, catalyst-free coupling to azide-functional biomolecules, polymers, and surfaces. The amine functionality provides an additional chemical handle for downstream coupling strategies, making Sulfo DBCO-amine a common choice for building modular labeling reagents, functional linkers, and immobilized materials in chemical biology and biomaterials workflows.
1. Protein And Peptide Labeling
Sulfo DBCO-amine is widely used to generate azide-reactive labeling intermediates and to install DBCO moieties onto proteins and peptides in aqueous buffers for subsequent SPAAC conjugation. Researchers employ it to prepare affinity probes, imaging reagents, and assay components by first introducing the DBCO functionality onto target biomolecules that carry complementary azide groups. The sulfonated DBCO scaffold helps maintain solubility and reduces nonspecific aggregation during labeling steps, which is especially valuable for sensitive proteins and multicomponent conjugation schemes. The amine handle also supports modular workflows where additional derivatization or coupling to other functional groups is required before or after click attachment.
2. Antibody And Affinity Reagent Conjugation
Sulfo DBCO-amine is used in antibody and affinity reagent development to create DBCO-tagged constructs that can be coupled to azide-bearing secondary reagents, detection tags, or multivalent carriers via catalyst-free click chemistry. Many research groups rely on SPAAC-compatible handles to assemble homogeneous conjugates for flow-based assays, binding studies, and multiplexed labeling strategies, where minimizing harsh conditions is important. The water-soluble sulfonate improves handling during conjugation and helps maintain reagent performance in complex labeling buffers. The presence of an amine group enables integration into broader bioconjugation pipelines, such as sequential functionalization steps that require an orthogonal reactive site.
3. Surface Immobilization And Materials Functionalization
Sulfo DBCO-amine supports functionalization of polymers, nanoparticles, and solid supports where azide groups are presented on a surface or within a material matrix, enabling robust SPAAC attachment of DBCO-bearing components. Biomaterials and materials chemistry teams use it to create clickable coatings, to pattern functional ligands on surfaces, and to generate modular interfaces for biosensing and research instrumentation. The sulfonated DBCO motif is particularly helpful for aqueous or mixed-solvent processing, improving reproducibility when immobilizing biomolecular recognition elements or fluorescent/affinity tags. The amine functionality provides an additional route to couple the reagent into material-building workflows, supporting iterative assembly of multilayer or multicomponent systems.
4. Fluorescent Probe And Imaging Tool Assembly
Sulfo DBCO-amine is commonly incorporated into workflows for assembling fluorescent probes and other imaging tools through SPAAC coupling to azide-functional dyes, reporters, or imaging scaffolds. Chemical biology laboratories use it to build modular labeling reagents where the DBCO group serves as the clickable anchor and the amine handle supports integration into probe architectures that require further derivatization. The water solubility of the sulfonate-containing DBCO core helps maintain probe integrity during conjugation and purification steps, which is important when preparing sensitive, multicomponent imaging reagents. This reagent format is also favored for constructing multivalent probe designs, including platforms where spatially separated functional groups must be installed with controlled stoichiometry.
5. Polymer And Hydrogel Crosslinking Design
Sulfo DBCO-amine is used to introduce DBCO functionality into polymer systems and hydrogel networks intended for click-based functionalization and post-assembly modification. Researchers employ it to couple azide-bearing crosslinkers, bioactive ligands, or reporter molecules to polymer backbones or gel matrices using SPAAC chemistry under mild conditions. The sulfonate group enhances aqueous compatibility, supporting uniform incorporation in water-based formulations and facilitating downstream processing. The amine handle enables compatibility with common polymer conjugation strategies, allowing Sulfo DBCO-amine to act as a versatile building block in materials engineering approaches that require orthogonal, modular installation of functional components.
Computed Properties
| XLogP3 | -2.1 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 6 |
| Exact Mass | 427.12019195 g/mol |
| Monoisotopic Mass | 427.12019195 g/mol |
| Topological Polar Surface Area | 138Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 810 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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