(S,R,S)-AHPC-PEG2-acid
CAS No.: 2172820-09-4
Cat No.: BP-501684
4.5 
(S,R,S)-AHPC-PEG2-acid is a PROTAC linker building block combining the (S,R,S)-configured AHPC (a VH032-derived motif used to recruit the VHL E3 ligase) with a short, two-unit polyethylene glycol spacer terminated by a carboxylic acid. Structurally, the PEG segment provides a flexible, hydrophilic tether that can reduce steric mismatch and improve the productive geometry between the E3 ligase–binding warhead and the target-binding ligand. The terminal acid enables straightforward conjugation or coupling strategies to attach the linker to complementary PROTAC fragments, facilitating modular synthesis of bifunctional degraders. In targeted protein degradation research, this linker is particularly useful when tuning linker length, polarity, and conformational freedom to enhance ternary complex formation and degradation potency while maintaining synthetic accessibility. It supports systematic structure–activity relationship studies aimed at optimizing degradation efficiency and selectivity across diverse target proteins.
Structure of 2172820-09-4
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This PROTAC linker, (S,R,S)-AHPC-PEG2-acid, is designed to connect a ligand-bearing warhead to an E3-ligase recruiter through a flexible polyethylene glycol spacer and an acid-functional handle. Its ether-rich PEG segment supports productive ternary-complex formation by improving solubility and conformational adaptability, while the stereodefined AHPC-derived motif can help maintain linker geometry for efficient target engagement. The following sections describe the linker’s structure and practical reactivity considerations for PROTAC synthesis.
Structure: The linker contains a stereodefined AHPC-derived core bearing an acid functionality and a PEG-based ethylene glycol spacer. It features ether linkages within the PEG chain, an aliphatic framework, and an acid group capable of forming activated derivatives. Overall, it provides flexibility and enhanced hydrophilicity.
Reactivity: The carboxylic acid is typically used to form PROTAC-ready coupling intermediates via amide or ester bond formation. Common strategies include activation with carbodiimides or acid-activating reagents, followed by nucleophilic substitution using amine-bearing ligands under mild base conditions. Solvents such as polar aprotic media are frequently employed to ensure solubility and minimize side reactions. Reaction outcomes depend on maintaining stereochemical integrity and controlling moisture-sensitive activation steps.
* 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
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