
DSPE-PEG5-azide | CAS 2112737-73-0
| Catalog Number | R14-0011 |
| Category | Azides |
| Molecular Formula | C₅₄H₁₀₅N₄O₁₄P |
| Molecular Weight | 1065.40 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
DSPE-PEG5-azide is a polyethylene glycol (PEG)-based PROTAC linker. DSPE-PEG5-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Octadecanoic acid, (2R)-27-azido-5-hydroxy-5-oxido-10-oxo-2-[(1-oxooctadecyl)oxy]-4,6,13,16,19,22,25-heptaoxa-9-aza-5-phosphaheptacos-1-yl ester |
| Purity | 98% |
| IUPAC Name | [(2R)-3-[2-[3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate |
| SMILES | CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCOCCOCCOCCN=[N+]=[N-])OC(=O)CCCCCCCCCCCCCCCCC |
| InChI | InChI=1S/C54H105N4O14P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-53(60)69-49-51(72-54(61)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-71-73(62,63)70-40-36-56-52(59)35-38-64-41-43-66-45-47-68-48-46-67-44-42-65-39-37-57-58-55/h51H,3-50H2,1-2H3,(H,56,59)(H,62,63)/t51-/m1/s1 |
| InChIKey | GMYJRHJQIGPSEN-NLXJDERGSA-N |
| Solubility | DCM |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
DSPE-PEG5-azide is an azide-functionalized phospholipid–poly(ethylene glycol) conjugate designed for bioorthogonal click chemistry workflows. As a lipid-anchored azide, it is commonly used as a reactive handle on the surface of liposomes, supported lipid layers, and PEGylated lipid assemblies, enabling subsequent conjugation via strain-promoted or copper-catalyzed azide–alkyne cycloaddition. Its amphiphilic DSPE anchor and short PEG spacer help position the azide for efficient downstream labeling of biomolecules, imaging agents, and targeting ligands in molecular imaging and materials research.
1. Liposome Surface Functionalization
DSPE-PEG5-azide is widely used to introduce azide groups onto the exterior of liposomes for modular surface engineering. Researchers incorporate the lipid–PEG–azide into lipid mixtures during formulation to generate liposomes bearing a defined density of reactive handles, which are then used to attach targeting ligands, stealth polymers, or affinity tags through click conjugation. This approach is favored in chemical biology and biomaterials labs because it supports rapid swapping of surface components while maintaining a stable lipid anchor for membrane-associated applications.
2. Targeted Probe Conjugation
DSPE-PEG5-azide serves as a practical azide building block for preparing targeted chemical probes and multivalent labeling reagents. By clicking the azide functionality to alkyne-bearing fluorophores, biotin analogs, or other reporter groups, users can generate probe constructs that combine membrane association (via DSPE) with controlled presentation of the recognition element. Such conjugates are commonly employed in cell-surface labeling studies, receptor-binding assay development, and imaging reagent optimization where spatial control of probe display is important.
3. Supported Lipid Layer Patterning
DSPE-PEG5-azide is also used to create azide-functionalized supported lipid bilayers and planar lipid coatings for surface patterning and materials characterization. Surface-anchored DSPE provides stable immobilization, while the PEG spacer helps reduce steric constraints to improve accessibility of the azide group for subsequent click attachment. This enables researchers to build patterned arrays of functional moieties on lipid-templated interfaces, supporting studies in membrane-mimetic systems and interface-directed biomolecular assembly.
4. Polymer and Material Crosslinking
DSPE-PEG5-azide is applicable in the construction of lipid–polymer hybrid materials and PEG-based networks where azide handles are required for post-assembly functionalization. After incorporating the azide-lipid component into polymerizable or self-assembling systems, click chemistry can be used to introduce functional crosslinkers, affinity motifs, or imaging reporters that remain associated with the lipid-rich phase. This strategy is frequently adopted in biomaterials workflows to tune interfacial chemistry without redesigning the entire material synthesis route.
Computed Properties
| XLogP3 | 15.1 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 62 |
| Exact Mass | 1064.73649103 g/mol |
| Monoisotopic Mass | 1064.73649103 g/mol |
| Topological Polar Surface Area | 198Ų |
| Heavy Atom Count | 73 |
| Formal Charge | 0 |
| Complexity | 1330 |
| 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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