S-acetyl-PEG16-alcohol

 Cat No.: BP-501743 4.5  

S-acetyl-PEG16-alcohol is an acetyl-protected thiol–PEG linker featuring a terminal hydroxyl group and an internal thioester (S-acetyl) functionality. Structurally, it consists of a polyethylene glycol chain of extended length that provides hydrophilicity, improved solubility, and reduced nonspecific interactions, while the S-acetyl thioester enables chemoselective handling and downstream conjugation strategies. In PROTAC design, PEG linkers are commonly used to spatially separate the target-binding ligand and the E3 ligase ligand, tuning effective intramolecular proximity and promoting productive ternary complex formation. The terminal alcohol can serve as a reactive handle for derivatization (e.g., conversion to activated esters or ethers) to couple other PROTAC modules, whereas the S-acetyl group can be leveraged for controlled chemistry during linker assembly. This product is valuable for researchers seeking flexible, water-compatible linker architectures to optimize degrader performance and facilitate modular synthesis workflows.

S-acetyl-PEG16-alcohol

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Category
PROTAC Linker
Molecular Formula
C₃₄H₆₈O₁₇S
Molecular Weight
780.96

* 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
S-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl] ethanethioate
InChI Key
ZYFRLDBPKZJODL-UHFFFAOYSA-N
InChI
InChI=1S/C34H68O17S/c1-34(36)52-33-32-51-31-30-50-29-28-49-27-26-48-25-24-47-23-22-46-21-20-45-19-18-44-17-16-43-15-14-42-13-12-41-11-10-40-9-8-39-7-6-38-5-4-37-3-2-35/h35H,2-33H2,1H3
SMILES
CC(=O)SCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO

S-acetyl-PEG16-alcohol is a PEG-based linker building block designed to support PROTAC assembly through a protected alcohol handle and an acetylated thioester functionality. Its polyethylene glycol segment provides conformational flexibility and improved solubility, while the reactive groups enable efficient conjugation to targeting ligands and E3-recruiting moieties. The molecule is therefore well suited for constructing degraders where linker length, hydrophilicity, and controlled reactivity influence ternary complex formation and degradation performance. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a polyethylene glycol chain terminated by an alcohol that is masked as an acetyl-protected thioester-derived functionality. It contains repeating ether linkages, enabling high polarity, hydrogen-bonding capacity, and flexible conformations. The presence of an acyl group introduces a hydrolyzable/transferable acyl functionality.

Reactivity: PROTAC synthesis using this linker typically relies on orthogonal functional-group chemistry: activation of the terminal alcohol for esterification or ether formation, and acyl-transfer or deprotection steps to reveal a reactive handle when needed. Mild base- or acid-assisted conditions are commonly used for controlled deprotection, while coupling reactions are generally performed under anhydrous conditions with standard peptide-coupling or ester-forming reagents, using polar aprotic solvents. Reaction progress is monitored by chromatographic methods to ensure selective conjugation.

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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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