2-[2-(Prop-2-yn-1-yloxy)ethoxy]acetic acid
CAS No.: 944561-45-9
Cat No.: BP-501247
Purity: ≥95%
4.5 
2-[2-(Prop-2-yn-1-yloxy)ethoxy]acetic acid is a bifunctional linker building block combining a terminal alkyne handle with a carboxylic acid, separated by an ethoxy spacer. The propargyl ether portion provides a chemically stable site for bioorthogonal conjugation via copper-catalyzed azide–alkyne cycloaddition (CuAAC) or related alkyne-based coupling strategies, while the acetic acid enables amide or ester formation with activated carboxyl derivatives. In PROTAC design, such linkers are used to connect a targeting ligand to an E3-recruiting element while tuning the effective distance and relative orientation required for productive ternary complex formation. The flexible ethoxy segment can help accommodate steric constraints, whereas the terminal alkyne allows modular attachment to azide-functionalized partners. This compound is therefore valuable for constructing chemically defined PROTACs and for rapid synthesis of linker variants to systematically optimize degradation potency and selectivity in targeted protein degradation studies.
![2-[2-(Prop-2-yn-1-yloxy)ethoxy]acetic acid](https://resource.bocsci.com/structure/944561-45-9.gif)
Structure of 944561-45-9
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This PROTAC linker, 2-[2-(Prop-2-yn-1-yloxy)ethoxy]acetic acid, provides a carboxylic-acid handle combined with an alkynyl ether motif suitable for modular assembly of targeted protein degraders. Its functional-group compatibility supports conjugation strategies used to connect ligands to E3-recruiting or target-binding modules while maintaining chemical stability under typical synthetic conditions. The following sections describe its structure-related features and practical reactivity considerations for PROTAC construction.
Structure: The linker contains an acetic acid moiety linked through an ether-rich scaffold to a propargyl (prop-2-yn-1-yloxy) group. It features carbon–oxygen ether linkages, a terminal alkyne, and a carboxylic acid capable of hydrogen bonding and salt formation, contributing to polarity and controlled conformational flexibility.
Reactivity: The carboxylic acid can be activated for amide or ester formation using standard coupling chemistries (e.g., carbodiimide-based systems with auxiliary bases) in polar aprotic solvents. The terminal alkyne enables alkyne-specific conjugation routes commonly employed in PROTAC synthesis, especially copper-catalyzed azide–alkyne cycloaddition (CuAAC) with azide-bearing partners; SPAAC is not applicable to this unstrained alkyne.
* 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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