
DBCO-SS-PEG4-Biotin
| Catalog Number | R01-0303 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C45H62N6O9S3 |
| Molecular Weight | 927.20 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DBCO-SS-PEG4-Biotin is a cleavable biotinylated ADC linker featuring DBCO for SPAAC and disulfide for intracellular payload release, facilitating affinity purification and targeted drug delivery.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | ≥95% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | |
| SMILES | C1C2C(C(S1)CCCCCC(=O)NCCOCCOCCOCCOCCC(=O)NCCSSCCNC(=O)CCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)NC(=O)N2 |
| InChI | InChI=1S/C45H62N6O9S3/c52-40(13-3-1-2-12-39-44-37(33-61-39)49-45(56)50-44)46-19-23-58-25-27-60-29-28-59-26-24-57-22-18-42(54)48-21-31-63-62-30-20-47-41(53)16-17-43(55)51-32-36-10-5-4-8-34(36)14-15-35-9-6-7-11-38(35)51/h4-11,37,39,44H,1-3,12-13,16-33H2,(H,46,52)(H,47,53)(H,48,54)(H2,49,50,56)/t37-,39-,44-/m0/s1 |
| InChIKey | ZUNYXNOVQARZNV-LJFGWUDESA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Light yellow oil |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
DBCO-SS-PEG4-Biotin is a strained cyclooctyne (DBCO) click chemistry reagent designed for copper-free strain-promoted azide–alkyne cycloaddition (SPAAC). It incorporates a PEG4 spacer to improve solubility and reduce steric effects, a biotin handle for affinity-based capture, and a disulfide (SS) linkage that introduces a redox-responsive element for downstream release or intracellularly relevant workflows. This reagent is widely used to generate biotinylated probes, surfaces, and labeling reagents that can be rapidly conjugated to azide-functional targets in chemical biology, biomaterials, and molecular imaging pipelines.
1. Biotin Affinity Labeling
DBCO-SS-PEG4-Biotin is frequently used to introduce biotin tags onto azide-bearing biomolecules, polymers, or nanoparticles via SPAAC, enabling straightforward affinity enrichment and detection workflows. The PEG4 spacer supports efficient access of biotin to streptavidin or avidin reagents, which is particularly valuable when labeling bulky proteins, multivalent constructs, or heterogeneous material surfaces. The disulfide linkage provides an additional design element for workflows where controlled detachment or redox-sensitive release of the biotinylated conjugate is beneficial for downstream handling.
2. Surface and Material Functionalization
DBCO-SS-PEG4-Biotin supports the preparation of biotin-functional biomaterials by coupling to azide groups introduced on surfaces, hydrogels, or polymer coatings. Researchers use the reagent to create affinity-active interfaces for capturing azide-labeled components, immobilizing assay reagents, or building modular platforms where streptavidin/avidin binding is used as a secondary assembly step. The PEG spacer helps maintain accessibility of the biotin moiety at the material interface, while the SS element can be leveraged in material processing schemes that require reversible or conditional detachment of the biotin-containing layer.
3. Redox-Responsive Probe Conjugates
DBCO-SS-PEG4-Biotin is well suited for constructing conjugates where a redox-responsive linkage is advantageous for probe handling, fractionation, or controlled release of the biotin-containing fragment after conjugation. In chemical biology workflows, the reagent is commonly used to label azide-functional targets while preserving a disulfide handle that can be exploited during sample preparation, enrichment, or downstream processing steps that benefit from cleavage-triggered changes in conjugate behavior. The SPAAC compatibility allows rapid, catalyst-free labeling under conditions that are often preferred for sensitive biomolecular systems.
4. Molecular Imaging and Assay Reagents
DBCO-SS-PEG4-Biotin is used as a biotin-bearing click handle to generate imaging and assay reagents that rely on biotin–streptavidin coupling for signal amplification, probe assembly, or modular conjugate construction. Teams developing fluorescent, luminescent, or affinity-based assay formats incorporate the reagent to attach biotin to azide-functional scaffolds, enabling subsequent binding of labeled streptavidin conjugates or biotin-binding detection systems. The PEG4 linker supports robust performance in complex assay buffers by improving biotin accessibility, while the SS linkage offers an additional variable for designing conjugate formats that are compatible with specific enrichment and processing workflows.
Computed Properties
| XLogP3 | 1.8 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 31 |
| Exact Mass | 926.37404110 g/mol |
| Monoisotopic Mass | 926.37404110 g/mol |
| Topological Polar Surface Area | 262Ų |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Complexity | 1490 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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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