
DSPE-PEG4-DBCO | CAS 2112738-14-2
| Catalog Number | R01-0326 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C₇₁H₁₁₆N₃O₁₅P |
| Molecular Weight | 1282.67 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DSPE-PEG4-DBCO is a polyethylene glycol (PEG)-based PROTAC linker. DSPE-PEG4-DBCO can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | (2-{1-[(3-{2-azatricyclo[10.4.0.0,hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl}-3-oxopropyl)carbamoyl]-3,6,9,12-tetraoxapentadecan-15-amido}ethoxy)[(2R)-2,3-bis(octadecanoyloxy)propoxy]phosphinic acid |
| Purity | 95% |
| IUPAC Name | [(2R)-3-[2-[3-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate |
| SMILES | CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCOCCOCCC(=O)NCCC(=O)N1CC2=CC=CC=C2C#CC3=CC=CC=C31)OC(=O)CCCCCCCCCCCCCCCCC |
| InChI | InChI=1S/C71H116N3O15P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-41-70(78)86-60-65(89-71(79)42-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)61-88-90(80,81)87-52-49-73-68(76)47-51-83-54-56-85-58-57-84-55-53-82-50-46-67(75)72-48-45-69(77)74-59-64-39-34-33-37-62(64)43-44-63-38-35-36-40-66(63)74/h33-40,65H,3-32,41-42,45-61H2,1-2H3,(H,72,75)(H,73,76)(H,80,81)/t65-/m1/s1 |
| InChIKey | RIQFURRJENJBHO-IDKUVDLHSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
DSPE-PEG4-DBCO is a lipid–polymer conjugate that combines a phospholipid anchor (DSPE) with a short PEG spacer terminated by a strained cyclooctyne (DBCO), enabling copper-free strain-promoted azide–alkyne cycloaddition (SPAAC). This click handle is widely used to functionalize liposomes, supported lipid layers, and PEGylated nanocarriers with azide-bearing biomolecules, targeting ligands, or imaging probes under conditions compatible with sensitive biological reagents. The amphiphilic architecture and compact PEG length make it particularly relevant for surface engineering where stable membrane association and efficient surface click coupling are required.
1. Liposome Surface Functionalization
DSPE-PEG4-DBCO is commonly used to decorate liposome and lipid nanoparticle surfaces with azide-containing targeting moieties, affinity ligands, or reporter tags via SPAAC. Researchers and imaging-focused groups rely on the DSPE anchor to retain the conjugate at the membrane interface while the DBCO group provides a reactive handle for rapid, catalyst-free coupling. This application supports the generation of modular, surface-clickable vesicles for assay development, multicomponent probe assembly, and reproducible construct preparation across screening workflows.
2. Biomolecule Conjugation Platforms
DSPE-PEG4-DBCO serves as a practical membrane-compatible click reagent for building biomolecule conjugation platforms where azide-functional proteins, peptides, or nucleic-acid reagents are introduced to DBCO-bearing lipid surfaces. Chemical biology laboratories use this format to create defined interfaces for studying binding interactions, assembling receptor-mimetic constructs, and preparing probe panels that require consistent orientation and spacing provided by the PEG spacer. The copper-free nature of SPAAC also helps maintain compatibility with a broad range of functional biomolecules used in downstream labeling and analytical workflows.
3. Supported Lipid Layer Engineering
DSPE-PEG4-DBCO is frequently applied to form reactive supported lipid bilayers and planar membrane mimics that can be patterned or uniformly functionalized with azide-tagged components. Materials scientists and surface chemistry teams use the DSPE lipid anchor to achieve stable adsorption and lateral presentation of the DBCO groups, enabling controlled surface coupling for biosensing interfaces, protein immobilization studies, and mechanistic investigations of membrane-associated processes. The PEG4 spacer supports accessibility of the click handle, which is important when immobilized ligands must remain available for binding and recognition in surface-based assays.
4. Molecular Imaging Probe Assembly
DSPE-PEG4-DBCO is used as a scaffold for assembling imaging-relevant probe architectures by coupling azide-functional fluorophores, quencher units, or other imaging tags to DBCO-bearing lipid carriers. Molecular imaging groups and diagnostic reagent developers often choose this reagent to integrate membrane localization with modular click chemistry, allowing rapid exchange of labels and systematic tuning of probe composition. The resulting lipid-associated imaging constructs are well suited for creating libraries of labeled materials for microscopy, fluorescence-based detection formats, and imaging reagent optimization studies.
Computed Properties
| XLogP3 | 16.1 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 15 |
| Rotatable Bond Count | 62 |
| Exact Mass | 1281.81440700 g/mol |
| Monoisotopic Mass | 1281.81440700 g/mol |
| Topological Polar Surface Area | 224Ų |
| Heavy Atom Count | 90 |
| Formal Charge | 0 |
| Complexity | 1950 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| 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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