4-(N-Boc-amino)-1,6-heptanedioic acid
CAS No.: 848242-88-6
Cat No.: BP-500510
4.5 
4-(N-Boc-amino)-1,6-heptanedioic acid is a protected, functionalized dicarboxylic acid featuring a Boc-protected primary amine and a linear seven-carbon backbone bearing two terminal carboxyl groups. Structurally, it provides a controllable spacer and a chemically addressable handle for amide or ester coupling, enabling researchers to tune linker length and flexibility in PROTAC architectures. In targeted protein degradation design, such dicarboxylate linkers can connect a ligand-bearing moiety to a second binding partner while maintaining appropriate spatial orientation to promote productive ternary complex formation between the target protein and the E3 ligase recruiter. The Boc group offers orthogonal protection during multistep synthesis, allowing selective deprotection and subsequent conjugation without premature side reactions. As a versatile building block, it supports systematic linker optimization to improve degradation potency, selectivity, and overall synthetic accessibility for experimental PROTAC studies.
Structure of 848242-88-6
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4-(N-Boc-amino)-1,6-heptanedioic acid, provides a protected amino handle and a dicarboxylic acid framework that can be leveraged to build robust, modular conjugates for targeted protein degradation. Its bifunctional connectivity supports controlled attachment to ligands and appropriate spatial presentation of the recruited E3 ligase and target-binding moieties. The structure and reactivity considerations for PROTAC synthesis are described in detail below.
Structure: The linker contains a linear aliphatic chain bearing two carboxylic acid groups and an N-Boc-protected amino substituent. It features amide-compatible functional groups, carbonyl-rich sites for hydrogen bonding, and stable ester/amide formation chemistry. The Boc group provides orthogonal protection during stepwise coupling strategies.
Reactivity: For PROTAC assembly, the carboxylic acids are typically activated toward amide or ester bond formation using standard coupling reagents under mild base conditions. The Boc-protected amine enables selective deprotection with acid to reveal a nucleophilic primary amine for subsequent conjugation. Common solvents include polar aprotic media, and coupling proceeds via acyl-activation and nucleophilic substitution to install ligand-linker linkages.
* 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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