Succinimidyl 6-(4,4'-azipentanamido)hexanoate
CAS No.: 1435895-19-4
Cat No.: BP-502161
Purity: ≥ 90%
4.5 
Succinimidyl 6-(4,4'-azipentanamido)hexanoate is an amide-containing, heterobifunctional PROTAC linker built on a hexanoate scaffold terminated with an N-hydroxysuccinimide (NHS) ester. Structurally, it couples through a flexible six-carbon spacer to a 3-methyldiazirine photo-crosslinking group, which can generate a highly reactive carbene upon UV irradiation for covalent capture of nearby interaction partners. In PROTAC design, the NHS ester enables efficient covalent attachment to primary amines on a liganded warhead (e.g., lysine residues or amine-functionalized small-molecule handles), while the diazirine enables subsequent photo-crosslinking to nearby biomolecular partners. This linker is valuable for constructing amine-reactive targeted degradation probes, where tunable spacing and stable amide linkages can help optimize binding geometry and degradation potency in cellular assays.
Structure of 1435895-19-4
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Succinimidyl 6-(4,4'-azipentanamido)hexanoate is a heterobifunctional PROTAC linker designed to connect an amine-bearing targeting ligand to an E3-recruiting module via a reactive N-hydroxysuccinimide (NHS) ester. Its amide-forming chemistry supports stable conjugate formation under mild conditions, helping maintain linker integrity for efficient ternary-complex assembly. The structure and reactivity features that enable these conjugations are described in detail below.
Structure: The linker contains an NHS-ester group for acyl transfer, a hexanoate spacer, and an amide-bearing azipentane segment that provides conformational flexibility. It features ester and amide linkages, with multiple hydrogen-bonding sites that can influence solubility and the effective reach between binding partners.
Reactivity: The NHS ester reacts with primary amines to form stable amide bonds through nucleophilic acyl substitution. Suitable conditions typically use aqueous buffer systems at mildly basic pH, with careful control of water content to limit hydrolysis. Common solvents include water or mixed aqueous-organic media, and no special catalysts are required beyond maintaining amine nucleophilicity and protecting the reactive ester from prolonged exposure to nucleophiles or high-moisture environments.
* 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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