5-Hexynoic acid, 2-amino-, (2S)-
CAS No.: 98891-36-2
Cat No.: BP-500089
Purity: 95%
4.5 
5-Hexynoic acid, 2-amino-, (2S)- is a chiral aminoalkynoic acid featuring a terminal alkyne and a stereodefined amino-bearing carbon within a six-carbon chain. The presence of the alkyne provides a chemically versatile handle for orthogonal conjugation chemistries commonly used in PROTAC assembly, including copper-catalyzed azide–alkyne cycloaddition and related click-type linkages, enabling controlled attachment of targeting and E3-recruiter ligands through a stable carbon–carbon framework. In PROTAC design, such linkers help tune the effective distance and relative orientation between the ligand-binding moieties, which can strongly influence ternary complex formation and subsequent ubiquitination efficiency. As a modular building block, it is valuable for constructing linker variants that probe structure–activity relationships, facilitate rapid synthetic diversification, and support systematic optimization of targeted protein degradation workflows in biochemical and cellular studies.
Structure of 98891-36-2
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|---|---|---|---|
| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 7.8653 mL | 39.3267 mL | 78.6535 mL |
| 5 mM | 1.5731 mL | 7.8653 mL | 15.7307 mL |
| 10 mM | 0.7865 mL | 3.9327 mL | 7.8653 mL |
5-Hexynoic acid, 2-amino-, (2S)- is a versatile alkyne-containing amino acid building block designed for PROTAC linker construction where orthogonal reactivity and controlled geometry are advantageous. Its functional groups support reliable conjugation strategies that enable robust assembly of targeted protein degraders through stable covalent linkages. The molecule’s subsequent use in synthesis will be described in detail below, including structural features and practical reactivity considerations for experimental workflows.
Structure: The linker is an aliphatic, stereodefined amino acid bearing a terminal alkyne and a carboxylic acid. It contains an amino group and a carboxyl functionality capable of forming amide or related derivatives, with a carbon–carbon triple bond providing chemical handle and conformational rigidity.
Reactivity: For PROTAC assembly, the carboxylic acid is typically activated to form an amide bond with an appropriate partner (for example, an amine-bearing ligand or linker fragment). Common approaches include coupling via carbodiimide-based activation or acid-derivative formation, followed by nucleophilic acyl substitution. The terminal alkyne can be retained for later orthogonal functionalization under standard alkylation or click-type conditions, using compatible solvents and base systems that preserve stereochemical integrity.
* 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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