DSPE-PEG13-TFP ester

 Cat No.: BP-501736 4.5  

DSPE-PEG13-TFP ester is an amphiphilic phospholipid–poly(ethylene glycol) conjugate in which the DSPE anchor is linked to a PEG chain terminated by a tetrafluorophenyl (TFP) ester. Structurally, it combines a hydrophobic lipid domain with a hydrophilic, flexible PEG spacer of intermediate length and a reactive acylating group designed for efficient amide-bond formation. In PROTAC and targeted degradation workflows, such TFP esters are used as coupling handles to attach biomolecule ligands (e.g., targeting moieties or E3-ligase–recruiting fragments) to lipid/PEG scaffolds, enabling modular conjugation and improved solubility and presentation of the degradation construct. The product is valuable for researchers seeking reproducible, mild bioconjugation conditions to generate well-defined linker–ligand conjugates for subsequent assembly of targeted protein degraders, including systems that benefit from membrane association or nanoparticle-compatible architectures.

DSPE-PEG13-TFP ester

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Category
PROTAC Linker
Molecular Formula
C₇₇H₁₃₈F₄NO₂₄P
Molecular Weight
1568.88

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

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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
[3-[hydroxy-[2-[3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-oxo-3-(2,3,5,6-tetrafluorophenoxy)propoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy]phosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate
InChI Key
RILLZKZQGNQTCL-UHFFFAOYSA-N
InChI
InChI=1S/C77H138F4NO24P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-72(84)102-66-68(105-73(85)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)67-104-107(87,88)103-40-37-82-71(83)35-38-89-41-43-91-45-47-93-49-51-95-53-55-97-57-59-99-61-63-101-64-62-100-60-58-98-56-54-96-52-50-94-48-46-92-44-42-90-39-36-74(86)106-77-75(80)69(78)65-70(79)76(77)81/h65,68H,3-64,66-67H2,1-2H3,(H,82,83)(H,87,88)
SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC1=C(C(=CC(=C1F)F)F)F)OC(=O)CCCCCCCCCCCCCCCCC

DSPE-PEG13-TFP ester is a multifunctional PROTAC linker building block designed to couple a phospholipid anchor to a terminal tetrafluorophenyl (TFP) ester, enabling efficient formation of stable amide bonds with primary amine–containing ligands. Its PEG spacer supports aqueous compatibility and tunable linker length, while the DSPE motif facilitates membrane-associated delivery and improved bioconjugate handling. The following sections describe the structure and reactivity characteristics in detail for PROTAC synthesis.

Structure: The molecule combines a DSPE phospholipid domain with a poly(ethylene glycol) chain terminating in a TFP-derived activated ester. It contains ether linkages within the PEG segment, ester functionality at the activated terminus, and a phospholipid framework, providing amphiphilic behavior and enhanced solubility in aqueous media.

Reactivity: The terminal TFP ester reacts selectively with primary amines to form amide bonds under mild nucleophilic acyl substitution conditions. PROTAC assembly typically uses an amine-bearing targeting ligand in buffered aqueous or mixed solvent systems, maintaining conditions that preserve the activated ester. No special catalysts are generally required; however, base choice and pH control are critical to balance amine nucleophilicity with ester stability.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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