N-Succinimidyl 6-Biotinamidohexanoate
CAS No.: 72040-63-2
Purity: ≥ 97% (HPLC)
HPLC
N-Succinimidyl 6-Biotinamidohexanoate is a heterobifunctional linker designed for covalent bioconjugation in targeted protein degradation workflows. Structurally, it contains an N-hydroxysuccinimide (NHS) ester that reacts with primary amines on proteins or amine-bearing PROTAC components, and a six-carbon spacer terminating in a biotinamide group, providing a flexible distance between the attachment site and the biotin handle. In PROTAC design, this linker enables site-specific functionalization of one molecular component so that it can be subsequently engaged by biotin-binding partners (e.g., streptavidin or biotin-binding affinity reagents), facilitating controlled assembly, immobilization, or purification of degradation constructs. Its practical value lies in improving conjugation efficiency and experimental handling, allowing researchers to generate defined PROTAC-related conjugates, perform affinity capture, and monitor construct integrity during iterative synthesis and characterization.
Structure of 72040-63-2
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This PROTAC linker reagent, N-Succinimidyl 6-Biotinamidohexanoate, provides a bifunctional handle that enables efficient conjugation of targeting ligands to biotin-containing moieties. Its design supports robust amide linkage formation under standard bioconjugation conditions, facilitating modular assembly of degraders and related chemical biology constructs. The following sections describe its structural features and practical reactivity considerations in PROTAC workflows.
Structure: The linker contains a succinimidyl ester coupled to a six-carbon spacer terminating in a biotinamide functionality. It features an activated N-hydroxysuccinimide leaving group, an aliphatic chain, and amide-forming carbonyl linkages that promote stable conjugate formation. Overall, it is a polar, amide-rich bioconjugation scaffold.
Reactivity: The succinimidyl ester reacts with primary amines via nucleophilic acyl substitution, forming a stable amide bond while releasing the succinimide leaving group. Typical PROTAC synthesis uses amine-bearing ligands under mildly basic aqueous or mixed solvent conditions, with careful control to minimize hydrolysis of the activated ester. After conjugation, purification by standard chromatographic or precipitation methods is commonly used to remove unreacted reagent and byproducts.
* 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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