Name: DSPE-PEG5-azide
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

98%

Solubility

DCM

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

[(2R)-3-[2-[3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate

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

InChI Key

GMYJRHJQIGPSEN-NLXJDERGSA-N

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

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCOCCOCCOCCN=[N+]=[N-])OC(=O)CCCCCCCCCCCCCCCCC

DSPE-PEG5-azide is a PEG-based lipid linker designed to connect targeting ligands in PROTAC architectures via azide-compatible chemistries. Its amphiphilic DSPE anchor supports stable conjugate formation and can improve handling and presentation of reactive groups in aqueous workflows. The azide functionality enables modular assembly of PROTAC constructs, and the polymer spacer helps tune linker flexibility. Detailed structural and reactivity considerations are provided below.

Structure: The molecule comprises a phospholipid (DSPE) hydrophobic domain linked to a short polyethylene glycol spacer terminating in an azide group. It contains ester and phosphate functionalities, ether linkages within the PEG chain, and a terminal carbon–nitrogen azide moiety suitable for bioorthogonal coupling. Its amphiphilicity supports dispersion in aqueous media.

Reactivity: The terminal azide is typically used for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling efficient formation of stable triazole linkages to complementary alkyne-bearing partners. Reactions are commonly performed under mild, ligand-preserving conditions in polar solvents or buffered aqueous systems, with catalyst choice and oxygen sensitivity managed to maintain conjugate integrity.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂