AcS-PEG8-OH

 CAS No.: 1334177-81-9  Cat No.: BP-500667  Purity: ≥95% 4.5  

AcS-PEG8-OH is a heterobifunctional polyethylene glycol linker bearing an S-acetyl-protected thiol (thioacetate) at one terminus and a hydroxyl group at the other. The PEG8 chain provides a long, flexible, hydrophilic spacer that can improve aqueous compatibility and reduce steric interference between conjugated components. Deacetylation of the thioacetate group generates a free thiol that can react with thiol-selective electrophiles, such as maleimides or haloacetamides, often forming a stable thioether-containing conjugate. The terminal hydroxyl group provides a second site for derivatization and may be converted into an activated ester, carbonate, sulfonate, or other coupling-ready functionality. This orthogonal end-group chemistry makes AcS-PEG8-OH useful for the stepwise preparation of PROTACs, affinity probes, and other bioconjugates in which linker length, hydrophilicity, and attachment geometry require systematic optimization.

AcS-PEG8-OH

Structure of 1334177-81-9

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Category
PROTAC Linker
Molecular Formula
C18H36O9S
Molecular Weight
428.54
Related CAS
165729-83-9 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
S-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl] ethanethioate
Synonyms
S-acetyl-PEG8-alcohol; S-Acetyl-PEG8-OH; S-(23-hydroxy-3,6,9,12,15,18,21-heptaoxatricosyl) ethanethioate; Ethanethioic acid, S-(23-hydroxy-3,6,9,12,15,18,21-heptaoxatricos-1-yl) ester; S-(23-Hydroxy-3,6,9,12,15,18,21-heptaoxatricos-1-yl) ethanethioate
Boiling Point
512.3±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
PGTIAXGQNCASCI-UHFFFAOYSA-N
InChI
InChI=1S/C18H36O9S/c1-18(20)28-17-16-27-15-14-26-13-12-25-11-10-24-9-8-23-7-6-22-5-4-21-3-2-19/h19H,2-17H2,1H3
SMILES
CC(=O)SCCOCCOCCOCCOCCOCCOCCOCCO

AcS-PEG8-OH is a polyethylene glycol-based linker designed for assembling PROTACs that require a flexible, hydrophilic tether to connect ligands and support efficient ternary complex formation. Its PEG architecture helps tune solubility and spatial presentation of binding motifs, which can improve practical handling during synthesis and downstream biochemical evaluation. The detailed Structure and Reactivity parameters are provided below to guide researchers in experimental design and linker incorporation into targeted protein degradation constructs.

Structure: AcS-PEG8-OH is an ether-rich PEG chain terminating in a hydroxyl group, featuring repeating C–O bonds that confer conformational flexibility and strong hydrogen-bonding capacity. The presence of an acetylthio (AcS) functionality provides a chemically addressable handle for downstream conjugation strategies. Overall, it is a polar, water-compatible linker.

Reactivity: The hydroxyl terminus enables standard PROTAC coupling approaches such as esterification or ether formation with activated carboxylic acid derivatives, typically using coupling reagents under anhydrous conditions. The AcS group can be leveraged for thioester or thioether-related transformations, following established acyl-transfer or substitution principles. Commonly used solvents include polar aprotic media, and base or mild activating agents may be selected to match the electrophile and preserve ligand integrity.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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