Name: DSPE-PEG2-mal
Brand: BOC Sciences
Rating: 5 (1 reviews)

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

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IUPACName

[(2R)-3-[2-[3-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate

InChI Key

PFHIBVKYIUDMIC-ANFMRNGASA-N

InChI

InChI=1S/C55H100N3O14P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-54(63)69-47-49(72-55(64)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)48-71-73(65,66)70-44-40-57-51(60)38-42-67-45-46-68-43-39-56-50(59)37-41-58-52(61)35-36-53(58)62/h35-36,49H,3-34,37-48H2,1-2H3,(H,56,59)(H,57,60)(H,65,66)/t49-/m1/s1

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCNC(=O)CCN1C(=O)C=CC1=O)OC(=O)CCCCCCCCCCCCCCCCC

DSPE-PEG2-mal is a PEG-based lipid linker designed to connect targeting ligands to protein-degradation platforms in PROTAC workflows. Its amphiphilic DSPE anchor supports stable conjugate handling and formulation-compatible assembly, while the terminal maleimide enables efficient, chemoselective coupling to thiol-bearing partners. This combination supports modular PROTAC construction and controlled conjugation strategies;

Structure: DSPE-PEG2-mal comprises a phospholipid (DSPE) hydrophobic domain linked to a short polyethylene glycol spacer, terminating in a maleimide electrophile. The molecule contains ester and ether linkages within the lipid–PEG framework and a conjugated maleimide double bond, supporting stable amphiphilic behavior and aqueous-compatible presentation of the reactive group.

Reactivity: The maleimide group undergoes thiol–maleimide Michael-type addition with cysteine or other thiol-functionalized ligands under mildly basic, aqueous-compatible conditions. Conjugation is typically performed without strong nucleophiles to preserve maleimide selectivity, using buffered aqueous solvents and controlled reagent stoichiometry. The reaction proceeds via nucleophilic attack of the thiolate on the maleimide ring, forming a stable thioether linkage suitable for PROTAC assembly and subsequent biological evaluation.

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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