Boc-11-aminoundecanoic acid
Boc-11-aminoundecanoic acid is a protected, long-chain amino acid building block featuring an N-Boc (tert-butoxycarbonyl) group and an eleven-carbon aliphatic linker terminated by a carboxylic acid. Its extended, flexible hydrocarbon spacer provides a predictable distance and conformational freedom between functional handles, while the Boc group enables selective amide or coupling chemistry under standard peptide-linker conditions and can be removed when required to expose the primary amine for further conjugation. In PROTAC and targeted protein degradation workflows, such linkers are used to tune the spatial relationship between the ligand that recruits the E3 ligase and the ligand that binds the target protein, thereby optimizing ternary complex formation and degradation potency. The compound’s utility lies in its compatibility with common amide-bond-forming strategies, allowing researchers to construct modular, chemically stable conjugates for systematic structure–activity studies and linker-length optimization.
Structure of 10436-25-6
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* For research and manufacturing use only. Not for human or clinical use.
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This Boc-protected amino acid linker is designed for modular assembly of PROTACs, providing a chemically stable handle that can be selectively unmasked and coupled under standard peptide-conjugation conditions. Its aliphatic spacer supports productive spatial presentation between binding elements, while the Boc group enables controlled functional-group management during synthesis. The following sections describe the structure and the practical reactivity considerations relevant to constructing targeted protein degraders.
Structure: Boc-11-aminoundecanoic acid is a long-chain amino acid featuring an N-Boc carbamate protecting group, a terminal carboxylic acid, and an extended aliphatic methylene-rich backbone. It contains amide-like carbamate bonding, a carboxylic acid functionality for activation, and conformational flexibility suitable for linker design.
Reactivity: The carboxylic acid can be converted to activated esters or coupling partners to form amide bonds with amine-bearing PROTAC fragments, typically using peptide coupling reagents under anhydrous conditions with base. The Boc group is removable under acid-mediated deprotection to reveal a primary amine for subsequent coupling. Reaction planning should account for protecting-group compatibility and minimizing racemization where stereochemical retention is 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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