
Bis-Sulfone-PEG9-DBCO
| Catalog Number | R01-0328 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C64H79N3O17S2 |
| Molecular Weight | 1226.5 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Bis-Sulfone-PEG9-DBCO is a bis-alkylating labeling reagent that is selective for the cysteine sulfur atoms from a native disulfide. These reagents undergo bis-alkylation to conjugate both thiols derived from the two cysteine residues of a reduced native disulfide bond such as the interchain disulfide bonds of an antibody. The reaction results in covalent rebridging of the disulfide bond via a three carbon bridge leaving the protein structurally intact.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 96% |
| IUPAC Name | N-[2-[2-[2-[2-[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]ethoxy]ethoxy]ethoxy]ethyl]-4-[3-(4-methylphenyl)sulfonyl-2-[(4-methylphenyl)sulfonylmethyl]propanoyl]benzamide |
| SMILES | CC1=CC=C(C=C1)S(=O)(=O)CC(CS(=O)(=O)C2=CC=C(C=C2)C)C(=O)C3=CC=C(C=C3)C(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N4CC5=CC=CC=C5C#CC6=CC=CC=C64 |
| InChI | InChI=1S/C64H79N3O17S2/c1-50-11-21-58(22-12-50)85(72,73)48-57(49-86(74,75)59-23-13-51(2)14-24-59)63(70)54-17-19-55(20-18-54)64(71)66-28-30-77-32-34-79-36-38-81-40-42-83-44-46-84-45-43-82-41-39-80-37-35-78-33-31-76-29-27-65-61(68)25-26-62(69)67-47-56-9-4-3-7-52(56)15-16-53-8-5-6-10-60(53)67/h3-14,17-24,57H,25-49H2,1-2H3,(H,65,68)(H,66,71) |
| InChIKey | JIIIWDWABQEVGM-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Bis-Sulfone-PEG9-DBCO is a bifunctional, strain-promoted alkyne (DBCO)-based click chemistry reagent designed for copper-free SPAAC conjugation. The molecule couples a DBCO cyclooctyne handle to a PEG9-containing linker architecture, improving aqueous solubility and reducing nonspecific interactions during labeling workflows. The bis-sulfone motif provides a rigid, chemically robust scaffold that supports multivalent conjugation strategies commonly used in bioconjugation, molecular imaging, and materials functionalization.
1. Multivalent Biomolecule Labeling
Bis-Sulfone-PEG9-DBCO is widely used to install DBCO-reactive handles onto proteins, peptides, and other biomolecular platforms for subsequent strain-promoted azide–alkyne cycloaddition labeling. The PEG9 spacer helps maintain accessibility of the DBCO group in complex biological buffers, which is particularly valuable when conjugating to crowded surfaces such as antibody fragments, enzyme scaffolds, or affinity reagents. Researchers and core facilities use this reagent to generate multivalent conjugates that support higher labeling density and more uniform probe presentation for downstream assays and imaging experiments.
2. PEGylated Surface Functionalization
Bis-Sulfone-PEG9-DBCO is a practical choice for functionalizing polymeric and biomaterial surfaces with reactive cyclooctyne groups that can be coupled to azide-bearing coatings, linkers, or capture ligands. The PEG9 segment promotes hydration and steric shielding at interfaces, which can reduce aggregation and improve stability of surface-bound conjugates in aqueous environments. This reagent is commonly adopted in biomaterials science for preparing azide-reactive surfaces for biosensing components, cell-interaction studies, and modular assembly of functional coatings using azide-functional building blocks.
3. Molecular Imaging Probe Assembly
Bis-Sulfone-PEG9-DBCO supports modular construction of imaging and detection probes by enabling copper-free conjugation to azide-tagged reporters such as fluorophores, affinity tags, or imaging moieties. The PEG9 linker contributes to favorable solubility and probe handling, which is advantageous when preparing multicomponent labeling mixtures for microscopy, flow-based readouts, or optical detection workflows. In molecular imaging reagent development, the bis-sulfone scaffold helps maintain structural integrity of the conjugation handle during iterative probe assembly steps, facilitating reproducible preparation of azide-reactive probe conjugates.
4. Diagnostic Reagent Conjugation Workflows
Bis-Sulfone-PEG9-DBCO is used in diagnostic reagent development and analytical chemistry workflows to generate DBCO-functional intermediates that can be clicked to azide-bearing detection elements. The reagent’s PEG-based architecture supports conjugate solubility and helps maintain consistent performance during reagent formulation, washing, and assay setup. Many laboratories rely on this type of SPAAC-compatible handle for building modular detection constructs, including multivalent labeling of capture molecules and assembly of reagent cocktails where copper-free conditions simplify compatibility with sensitive components.
Computed Properties
| XLogP3 | 3.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 42 |
| Exact Mass | 1225.48509041 g/mol |
| Monoisotopic Mass | 1225.48509041 g/mol |
| Topological Polar Surface Area | 264Ų |
| Heavy Atom Count | 86 |
| Formal Charge | 0 |
| Complexity | 2190 |
| 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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