
DBCO-PEG4-SS-TCO
| Catalog Number | R01-0293 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C43H58N4O9S2 |
| Molecular Weight | 839.07 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DBCO-PEG4-SS-TCO is a cleavable ADC linker featuring DBCO and trans-cyclooctene moieties with a disulfide bond, enabling dual bioorthogonal conjugation and redox-triggered drug release in ADCs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | ≥95% |
| Shelf Life | ≥ 2 years |
| IUPAC Name | |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCSSCCNC(=O)CCOCCOCCOCCOCCNC(=O)CCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42 |
| InChI | InChI=1S/C43H58N4O9S2/c48-40(18-19-42(50)47-34-37-12-7-6-10-35(37)16-17-36-11-8-9-15-39(36)47)44-21-25-53-27-29-55-31-30-54-28-26-52-24-20-41(49)45-22-32-57-58-33-23-46-43(51)56-38-13-4-2-1-3-5-14-38/h1-2,6-12,15,38H,3-5,13-14,18-34H2,(H,44,48)(H,45,49)(H,46,51)/b2-1+/t38-/m1/s1 |
| InChIKey | PLNJLVRXRBJPOE-FXUJNMGCSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Light yellow oil |
Product Specification
| Storage | Store at -5°C,keep in dry and avoid sunlight. |
Application
DBC0-PEG4-SS-TCO is a strained-alkyne click chemistry reagent that integrates a DBCO (dibenzocyclooctyne) cyclooctyne handle with a PEG4 spacer and a disulfide-linked TCO (trans-cyclooctene) motif. This dual-functional design supports sequential or orthogonal click-based workflows in chemical biology and biomaterials research, where PEG-mediated solubility and the redox-responsive disulfide linkage are used to tune conjugation stability and release behavior. DBCO-PEG4-SS-TCO is commonly selected for building modular probes, linkers, and nanomaterial conjugates that benefit from strain-promoted azide–alkyne cycloaddition (SPAAC) compatibility alongside TCO-based reactivity in advanced labeling and assembly strategies.
1. Dual-Click Probe Assembly
DBC0-PEG4-SS-TCO is used to construct multi-modal molecular probes that require two distinct conjugation events during probe preparation. Researchers employ the DBCO functionality for SPAAC labeling of azide-bearing biomolecules, surfaces, or nanoparticles, while the TCO handle enables additional attachment steps to orthogonally functional partners. The PEG4 segment helps maintain aqueous compatibility and reduces steric congestion during labeling, which is particularly valuable for preparing imaging or detection reagents with consistent performance across labeling batches. The disulfide linkage provides a practical design element for workflows where conjugate stability during handling is balanced with the possibility of redox-triggered changes in downstream processing.
2. Redox-Responsive Linkers
DBC0-PEG4-SS-TCO is applied as a chemically defined, redox-sensitive connector in systems that need controllable conjugate stability. The SS (disulfide) element is leveraged in materials and probe designs where maintaining linkage integrity during storage and assembly is important, while allowing disulfide exchange or cleavage under specified chemical conditions used in research workflows. This makes the reagent attractive for preparing cleavable tether architectures on polymers, vesicle-like carriers, and engineered bioconjugates, where a change in linkage state can be used to modulate readout generation, fragment release, or post-labeling processing. The combination of DBCO and TCO in one scaffold supports streamlined manufacturing of complex conjugates without requiring separate linker synthesis for each functional stage.
3. Nanoparticle Surface Functionalization
DBC0-PEG4-SS-TCO is widely used for decorating nanoparticle and colloidal platforms with click-reactive handles, enabling reproducible surface engineering for research-grade labeling reagents. The DBCO moiety supports efficient coupling to azide-functional coatings, while the PEG4 spacer improves dispersion and reduces non-specific aggregation during conjugation and storage. Laboratories use this reagent to generate nanoparticle conjugates that can subsequently undergo additional attachment steps via the TCO functionality, supporting modular assembly of targeting ligands, reporters, or capture elements. This approach is common in chemical biology workflows that require consistent surface loading and controlled spacing between the particle and the attached functional groups.
4. Biomaterials and Surface Coatings
DBC0-PEG4-SS-TCO is used to create click-enabled biomaterial surfaces and coating chemistries for research tools and diagnostic-reagent development. The reagent’s dual reactive handles allow sequential functionalization of azide-bearing substrates and additional TCO-mediated coupling to complementary components, supporting flexible build strategies for assay surfaces, affinity materials, and engineered interfaces. PEG4 spacing is particularly useful for forming antifouling-like presentation of reactive groups, helping maintain accessibility of conjugated ligands on hydrogels, polymer films, and functionalized scaffolds. The disulfide linkage further supports design choices where linkage state can be tuned for downstream processing steps used in assay workflows and material characterization.
Computed Properties
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 27 |
| Exact Mass | 838.36452179 g/mol |
| Monoisotopic Mass | 838.36452179 g/mol |
| Topological Polar Surface Area | 204Ų |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Complexity | 1310 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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