S-acetyl-PEG12-alcohol

 Cat No.: BP-502001 4.5  

S-acetyl-PEG12-alcohol is a PEG-based linker featuring a terminal alcohol that is protected as an S-acetyl thioester, providing a chemically stable handle for PROTAC assembly and subsequent controlled activation. Structurally, it consists of a polyethylene glycol chain of extended length that offers conformational flexibility and improved solubility, while the S-acetyl group can serve as a masked functional group for downstream conjugation strategies. In PROTAC designs, PEG linkers are widely used to spatially separate the targeting ligand and the E3 ligase recruiter, reducing steric interference and helping the ternary complex form efficiently. The ether-like PEG backbone also helps minimize nonspecific hydrophobic interactions, which can improve experimental handling and biological compatibility in vitro. This product is valuable for researchers optimizing linker length and attachment chemistry when building targeted protein degradation constructs, enabling systematic evaluation of linker-mediated effects on degradation potency and selectivity.

S-acetyl-PEG12-alcohol

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Category
PROTAC Linker
Molecular Formula
C₂₆H₅₂O₁₃S
Molecular Weight
604.75

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
S-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl] ethanethioate
InChI Key
JGAUZMRPHWWELV-UHFFFAOYSA-N
InChI
InChI=1S/C26H52O13S/c1-26(28)40-25-24-39-23-22-38-21-20-37-19-18-36-17-16-35-15-14-34-13-12-33-11-10-32-9-8-31-7-6-30-5-4-29-3-2-27/h27H,2-25H2,1H3
SMILES
CC(=O)SCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO

S-acetyl-PEG12-alcohol is a PEG-based, thioester-bearing linker reagent designed to support PROTAC assembly by enabling controlled functionalization and subsequent conjugation steps. Its polyethylene glycol segment provides solubility and conformational flexibility, which can help optimize linker behavior in targeted protein degradation workflows. The S-acetyl group offers a chemically addressable handle for downstream transformations, while the terminal alcohol supports practical coupling strategies. The detailed structural and reactivity considerations are provided below.

Structure: The molecule comprises a polyethylene glycol chain terminated by a primary alcohol and an S-acetyl thioester motif. It contains ether linkages along the PEG backbone, a thioester at sulfur, and an alcohol capable of forming derivatives. Overall, it is an amphiphilic, flexible linker with hydrogen-bonding capacity and enhanced aqueous compatibility.

Reactivity: The S-acetyl thioester can be leveraged for acyl-transfer or activation-based conjugation under standard organic synthesis conditions, typically using nucleophiles or base-mediated transformations consistent with thioester chemistry. The terminal alcohol can be converted into activated intermediates (for example, carbonate, ester, or halide derivatives) for coupling to electrophilic partners used in PROTAC construction. Solvent choice commonly favors polar organic media, and reactions are usually performed under inert or moisture-controlled conditions to preserve thioester integrity.

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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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