DSPE-PEG8-Mal

 CAS No.: 2112737-94-5  Cat No.: BP-500808 4.5  

DSPE-PEG8-Mal is an amphiphilic phospholipid–poly(ethylene glycol) conjugate featuring a DSPE hydrophobic anchor linked to a short PEG chain terminating in a maleimide (Mal) group. Structurally, it combines a lipid bilayer–affinity domain with a hydrated PEG spacer, enabling stable incorporation into lipid-containing formulations while presenting the maleimide for selective thiol–maleimide coupling. In PROTAC and targeted degradation workflows, this linker is useful as a modular “PEG–lipid” scaffold to improve solubility, tune local microenvironment, and facilitate attachment of thiol-bearing ligands or protein-binding moieties to lipid-assembled carriers or membrane-proximal systems. By mediating robust, chemoselective conjugation under mild conditions, DSPE-PEG8-Mal supports experimental designs that require controlled orientation and spacing of degradation components, thereby aiding optimization of ternary complex formation and degradation efficiency in cell-based assays.

DSPE-PEG8-Mal

Structure of 2112737-94-5

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PROTAC Linker
Molecular Formula
C₆₄H₁₁₉N₂O₁₉P
Molecular Weight
1251.61

* For research and manufacturing use only. Not for human or clinical use.

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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-[2-[2-[2-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate
InChI Key
DWLVJCKBUSIFBB-OBEXFZABSA-N
InChI
InChI=1S/C64H119N2O19P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-63(70)82-57-59(85-64(71)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)58-84-86(72,73)83-41-38-65-60(67)37-40-74-43-45-76-47-49-78-51-53-80-55-56-81-54-52-79-50-48-77-46-44-75-42-39-66-61(68)35-36-62(66)69/h35-36,59H,3-34,37-58H2,1-2H3,(H,65,67)(H,72,73)/t59-/m1/s1
SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCN1C(=O)C=CC1=O)OC(=O)CCCCCCCCCCCCCCCCC

DSPE-PEG8-Mal is a PEG-based maleimide linker designed for efficient conjugation in targeted protein degradation workflows. Its amphiphilic lipid anchor supports stable association with lipid-containing carriers, while the maleimide functionality enables selective coupling to thiol-bearing ligands under mild conditions. This combination makes it a practical component for assembling PROTACs and related degraders, where controlled linker architecture and reliable bioconjugation are essential. Detailed structure and reactivity considerations are provided below.

Structure: DSPE-PEG8-Mal comprises a phospholipid (DSPE) anchor connected to a polyethylene glycol chain terminating in a maleimide group. The molecule contains ester and ether linkages within the PEG segment and a reactive cyclic imide ring. Its amphiphilic character supports aqueous solubility and membrane-associated behavior.

Reactivity: The maleimide moiety undergoes thiol–maleimide Michael-type addition to form stable thioether linkages with cysteine or other thiol-containing partners. Conjugations are typically performed under near-neutral, non-oxidizing conditions to preserve thiol reactivity and minimize side reactions. Common approaches use thiol-functionalized ligands or PROTAC components in aqueous buffer with compatible organic co-solvents when needed; catalysts are generally unnecessary.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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