BCN-exo-PEG8-NHS
CAS No.: 1608140-48-2
Cat No.: BP-501551
Purity: 98%
4.5 
BCN-exo-PEG8-NHS is a bifunctional PROTAC linker built on an exo-reactive bicyclononyne (BCN) handle conjugated to an eight-unit polyethylene glycol (PEG) spacer terminated with an N-hydroxysuccinimide (NHS) ester. The BCN group enables copper-free strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-bearing partners, allowing efficient, bioorthogonal ligation under mild conditions, while the NHS ester selectively acylates primary amines on proteins, peptides, or lysine-containing targeting ligands to form stable amide bonds. In targeted protein degradation workflows, this design supports modular assembly of PROTACs by first installing the NHS-bearing linker onto an amine-functional recognition element and then coupling the BCN end to an azide-functional second component, such as a ligand for an E3 ligase or a warhead-bearing scaffold. The PEG spacer provides conformational flexibility and improved aqueous solubility, facilitating productive ternary complex formation and enabling systematic linker optimization for degradation potency and selectivity.
Structure of 1608140-48-2
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BCN-exo-PEG8-NHS is a bifunctional PEG-based PROTAC linker designed to connect a BCN (bicyclononyne) handle to an NHS ester for efficient conjugation workflows. Its flexible polyethylene glycol spacer supports productive ternary-complex formation by improving solubility and reducing steric constraints, while the NHS ester enables straightforward coupling to primary amines on targeting ligands. The BCN moiety further supports bioorthogonal click-type attachment strategies. Detailed structural and reactivity considerations are provided below.
Structure: BCN-exo-PEG8-NHS contains a bicyclononyne (BCN) group linked to an extended polyethylene glycol chain terminating in an N-hydroxysuccinimide (NHS) ester. The linker features ether-rich PEG segments, an activated carboxylate ester, and stable C–C and C–O connectivity that promote aqueous compatibility and conformational flexibility.
Reactivity: The NHS ester reacts with primary amines to form stable amide bonds under mildly basic aqueous or mixed aqueous/organic conditions, commonly using amine-containing ligands in buffered media. The BCN handle is suitable for strain-promoted, catalyst-free cycloaddition in bioorthogonal conjugation schemes, enabling subsequent assembly without metal catalysts. Typical preparations use dry, inert handling for NHS stability and careful control of pH to balance activation and minimizing hydrolysis.
* 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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