
DBCO-PEG9-amine | CAS 2353409-99-9
| Catalog Number | R01-0402 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C₃₉H₅₇N₃O₁₁ |
| Molecular Weight | 743.88 |
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Product Introduction
DBCO-PEG9-amine is a polyethylene glycol (PEG)-based PROTAC linker. DBCO-PEG9-amine can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | DBCO-PEG9-amine TFA salt |
| Purity | 98% |
| IUPAC Name | N-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanamide |
| SMILES | C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN |
| InChI | InChI=1S/C39H57N3O11/c40-13-15-45-17-19-47-21-23-49-25-27-51-29-31-53-32-30-52-28-26-50-24-22-48-20-18-46-16-14-41-38(43)11-12-39(44)42-33-36-7-2-1-5-34(36)9-10-35-6-3-4-8-37(35)42/h1-8H,11-33,40H2,(H,41,43) |
| InChIKey | ONUWAJBCFPYIFM-UHFFFAOYSA-N |
| Solubility | In DMSO: 100 mg/mL (134.43 mM; Need ultrasonic) |
Product Specification
| Storage | -20°C, protect from light; In solvent, -80°C, 6 months; -20°C, 1 month (protect from light) |
Application
DBCO-PEG9-amine is a strained cyclooctyne (DBCO) click chemistry reagent bearing a long, flexible PEG9 linker terminated with a primary amine. As a reagent for copper-free strain-promoted azide–alkyne cycloaddition (SPAAC), it is widely used to install DBCO handles onto biomolecules, surfaces, and polymeric materials while providing an amine for subsequent coupling or functionalization. The PEG spacer improves aqueous compatibility and reduces steric constraints, making DBCO-PEG9-amine a practical building block for constructing modular conjugates, imaging probes, and functional materials that rely on robust azide-reactive click chemistry.
1. Bioconjugation For Targeting
DBCO-PEG9-amine is commonly used in bioconjugation workflows to create azide-reactive conjugates for labeling biomolecules such as peptides, proteins, and antibody fragments that have been prepared with complementary azide groups. The PEG9 spacer helps maintain accessibility of the DBCO moiety and can reduce nonspecific interactions during labeling in complex biological buffers. After the SPAAC step, the remaining amine functionality can support downstream derivatization, for example to introduce additional reactive handles for multistep assembly of probe architectures or to tune conjugate properties for assay compatibility.
2. Surface Functionalization And Coatings
DBCO-PEG9-amine is well suited for functionalizing material surfaces and creating DBCO-presenting coatings that can be subsequently coupled to azide-bearing ligands, biomolecules, or capture reagents. The primary amine enables attachment to amine-reactive surfaces or coupling chemistries used in materials research, while the PEG9 chain provides spacing that promotes efficient click coupling and better presentation of the reactive DBCO group. This approach is frequently adopted in assay development and platform prototyping, where stable surface immobilization followed by modular azide-click incorporation supports rapid iteration of reagent panels and binding formats.
3. PEGylated Linkers For Probes
DBCO-PEG9-amine is used as a PEGylated linker building block to generate probe conjugates where long-range spacing improves solubility and reduces steric hindrance around the click-reactive site. Researchers incorporate this reagent to attach azide-functional imaging or detection components onto larger probe constructs, including multivalent labeling reagents and scaffolded molecular tools that benefit from flexible linkers. The combination of DBCO reactivity and a terminal amine makes it convenient for constructing multi-component assemblies, where the amine can be used to introduce additional functional groups or to control the density and orientation of labeling elements.
4. Polymer And Nanomaterial Assembly
DBCO-PEG9-amine is frequently employed to introduce DBCO functionality into polymer systems and nanomaterial conjugates for azide-driven modular assembly. The PEG9 linker supports compatibility with aqueous processing conditions and helps maintain reactive accessibility during formulation, which is valuable when building conjugated polymer networks, PEG-based carriers, or surface-modified particulate systems. The terminal amine provides an additional handle for coupling to other polymer segments, crosslinking strategies, or further functionalization, enabling researchers to engineer materials with defined clickable sites for subsequent azide-based attachment of functional components.
Computed Properties
| XLogP3 | -0.2 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 32 |
| Exact Mass | 743.39930964 g/mol |
| Monoisotopic Mass | 743.39930964 g/mol |
| Topological Polar Surface Area | 159Ų |
| Heavy Atom Count | 53 |
| Formal Charge | 0 |
| Complexity | 1010 |
| 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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