21-Chloro-3,6,9,12,15-pentaoxahenicosan-1-amine hydrochloride
21-Chloro-3,6,9,12,15-pentaoxahenicosan-1-amine hydrochloride is a polyethylene glycol–like, ether-rich linker featuring a terminal primary amine hydrochloride salt and a chloro substituent at the opposite end, providing two orthogonal handles for stepwise PROTAC assembly. The pentaoxa backbone supplies a flexible, hydrophilic spacer that can reduce steric clashes between the ligand warhead and the E3 ligase-binding moiety, while maintaining sufficient reach to enable productive ternary complex formation. In PROTAC design, the terminal amine enables amide or urea coupling to activated carboxylates or isocyanates derived from protein-binding ligands, whereas the chloro group supports nucleophilic substitution or further functionalization to install the complementary attachment site. This linker is valuable for researchers optimizing linker length, polarity, and conformational freedom to improve degradation potency and selectivity in targeted protein degradation studies.
Structure of 2241669-16-7
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* For research and manufacturing use only. Not for human or clinical use.
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This PROTAC linker, supplied as an amine hydrochloride salt, provides a flexible polyether scaffold designed to connect targeting ligands while supporting efficient ternary-complex formation. Its ether-rich backbone can enhance solubility and conformational adaptability, which are commonly advantageous in targeted protein degradation workflows. The sections below describe its structure-related features and practical considerations for assembling PROTACs using this linker.
Structure: The molecule is a long-chain polyether containing multiple ether oxygen atoms, with a primary amine present as a hydrochloride salt at one end and a primary alkyl chloride at the other. The structure features repeating C–O ether linkages, a protonated amine that improves aqueous handling, and a terminal alkyl chloride that can serve as an SN2 electrophile.
Reactivity: The amine can be used for standard amide or urea-forming coupling after neutralization, while the terminal alkyl chloride can undergo SN2 substitution with a suitable nucleophile. Common approaches involve reacting the amine with activated carboxylic acids or activated carbonyl derivatives using coupling reagents, often in polar aprotic solvents, with base to liberate the free amine. Mechanistically, nucleophilic acyl substitution or related condensation pathways form the final linker–ligand bond.
* 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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