13-Tetradecynoic Acid is a long-chain terminal alkyne fatty acid featuring a propargylic/alkyne handle and a carboxylic acid for controlled chemical derivatization. Structurally, it provides an extended hydrophobic spacer consistent with the length scales often required to position a warhead or ligand at an optimal distance from a recruited E3 ligase moiety. In PROTAC and related targeted degradation constructs, the terminal alkyne enables modular conjugation via established click-type or alkyne-reactive chemistries, allowing researchers to attach this linker/spacer to other components through stable covalent bonds while tuning flexibility and steric presentation. Its amphiphilic character can also influence membrane association and overall solubility of conjugates, which may affect cellular uptake and degradation performance. As a chemically versatile, easily functionalized building block, it is useful for constructing and optimizing linker architectures in targeted protein degradation research.
Structure of 82909-47-5
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| Size | Price | Stock | Quantity |
|---|---|---|---|
| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 4.4575 mL | 22.2876 mL | 44.5752 mL |
| 5 mM | 0.8915 mL | 4.4575 mL | 8.9150 mL |
| 10 mM | 0.4458 mL | 2.2288 mL | 4.4575 mL |
13-Tetradecynoic Acid, is a long-chain alkynoic acid designed to serve as a versatile chemical handle in PROTAC linker architectures. Its terminal carboxylic acid enables robust conjugation strategies, while the internal alkyne provides a chemically stable motif compatible with common bioconjugation workflows. These features support modular PROTAC synthesis and optimization by facilitating controlled attachment to ligands and subsequent assembly of targeted protein degraders. Detailed structural and reactivity considerations are provided below.
Structure: The molecule is a straight-chain fatty acid containing a carbon–carbon triple bond (alkyne) and a terminal carboxylic acid. It features a conjugation-free aliphatic backbone with a polar acidic functional group, enabling amphiphilic behavior in organic media and straightforward derivatization through carboxyl chemistry.
Reactivity: The carboxylic acid supports standard PROTAC linker coupling via amide or ester formation using activated carboxyl intermediates. Typical approaches employ carbodiimide or acid-activation chemistries with base in polar aprotic solvents, followed by nucleophilic substitution with ligand-bearing amines or alcohols. The alkyne generally remains intact under mild coupling conditions, allowing subsequent orthogonal functionalization when required.
* 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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