L-Homopropargylglycine hydrochloride
L-Homopropargylglycine hydrochloride is an amino acid derivative bearing a terminal propargyl (alkyne) functionality, enabling chemical handles for bioorthogonal and click-type conjugation strategies. Structurally, it combines an L-amino acid backbone with an extended three-carbon side chain terminating in an alkyne, typically supplied as the hydrochloride salt to improve handling and aqueous compatibility. In PROTAC linker design, such an alkyne-bearing residue is commonly used as a modular attachment point that can be incorporated into linker architectures, allowing researchers to couple ligands or scaffold elements through copper-catalyzed azide–alkyne cycloaddition or related alkyne reactivity. This supports the rational placement of distance and orientation between the target-binding moiety and the E3 ligase recruiter, which is critical for achieving productive ternary complex formation. The compound is therefore valuable for constructing and optimizing targeted protein degradation reagents, facilitating systematic linker variation and efficient synthesis of well-defined conjugates for mechanistic and cellular studies.
Structure of 942518-19-6
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|---|---|---|---|
| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 6.1125 mL | 30.5623 mL | 61.1247 mL |
| 5 mM | 1.2225 mL | 6.1125 mL | 12.2249 mL |
| 10 mM | 0.6112 mL | 3.0562 mL | 6.1125 mL |
L-Homopropargylglycine hydrochloride is a versatile amino acid–derived PROTAC linker building block designed to enable reliable conjugation strategies while maintaining compatible chemical stability. Its propargyl functionality supports bioorthogonal-style click chemistry or related coupling workflows commonly used to assemble targeted protein degraders. The hydrochloride salt form improves handling and solubility for laboratory synthesis. The structure and reactivity considerations for constructing PROTACs using this linker are described in detail below.
Structure: The linker is an amino acid scaffold bearing a terminal alkyne (homopropargyl substituent) and a carboxylic acid functionality, present as a hydrochloride salt. It contains amide-relevant functional groups, an alkyne carbon–carbon triple bond, and ionic chloride association that enhances aqueous compatibility.
Reactivity: For PROTAC assembly, the terminal alkyne can participate in copper-catalyzed azide–alkyne cycloaddition to form stable triazole linkages, a widely used strategy for modular PROTAC construction. Typical workflows employ Cu(I) generated in situ, with polar organic solvents and aqueous buffers to maintain solubility and control reaction kinetics. Protecting-group strategies for the carboxylate and amine are commonly applied to direct chemoselectivity during linker installation.
* 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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