S-acetyl-PEG3-phosphonic acid ethyl ester
CAS No.: 2173125-29-4
Cat No.: BP-501412
4.5 
S-acetyl-PEG3-phosphonic acid ethyl ester is a PEG-based, phosphonate-containing linker designed for use in targeted protein degradation constructs. Structurally, it combines a short, three-unit polyethylene glycol spacer with a diethyl phosphonate motif and an S-acetyl-protected thiol (thioacetate). In PROTAC design, the PEG segment provides conformational flexibility and improved aqueous solubility, helping the assembled degrader maintain productive geometry between the ligand-binding moiety and the recruited E3 ligase component. The S-acetyl group can be removed to reveal a free thiol for conjugation, while the diethyl phosphonate mainly serves as a protected polar motif that can be de-esterified if a phosphonic acid is required. This linker is valuable for researchers seeking modular, water-compatible PROTAC architectures, enabling systematic variation of linker length and attachment points to optimize ternary complex formation and degradation efficiency in cellular assays.
Structure of 2173125-29-4
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S-acetyl-PEG3-phosphonic acid ethyl ester is a PEG-based phosphonate linker designed to support PROTAC assembly by providing a hydrophilic spacer and a phosphonate handle for controlled conjugation. Its protected phosphonate functionality enables stepwise synthesis, while the PEG segment improves solubility and can reduce steric penalties during targeted protein degradation workflows. The detailed Structure and Reactivity considerations are provided below for experimental planning.
Structure: The molecule contains a PEG-derived ethylene glycol chain, a phosphonic acid ethyl ester motif, and an S-acetyl thioester group. It features ester and thioester carbonyls, phosphonate P–O bonds, and ether linkages, yielding a polar, water-compatible scaffold suitable for linker chemistry.
Reactivity: The phosphonate ethyl ester can be converted to reactive phosphonic acid derivatives under standard deprotection or activation conditions, enabling coupling to PROTAC warheads. The S-acetyl thioester can undergo chemoselective deprotection to generate thiol-reactive intermediates for subsequent bond formation. Typical PROTAC synthesis uses anhydrous organic solvents for coupling steps, with base or acid catalysts selected to preserve sensitive functional groups and maintain linker 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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