Boc-NH-PEG4-Ms
Boc-NH-PEG4-Ms is a Boc-protected amino-terminated polyethylene glycol linker bearing a methanesulfonate (mesylate) leaving group, providing a chemically versatile bridge for PROTAC assembly. Structurally, it consists of a short PEG chain that imparts hydrophilicity and conformational flexibility, connected through a carbamate-protected nitrogen to a terminal mesylate handle suitable for nucleophilic substitution. In PROTAC design, the mesylate terminus acts as the electrophile and undergoes nucleophilic substitution with an amine, thiol, alkoxide, or other suitable nucleophile, while the PEG segment helps reduce steric constraints and can improve solubility and effective intramolecular positioning of the two binding events. As a modular building block, it supports systematic variation of linker chemistry to tune degradation potency and cooperativity, facilitating reproducible synthesis of targeted protein degraders for mechanistic and optimization studies.
Structure of 1447797-72-9
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* For research and manufacturing use only. Not for human or clinical use.
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Boc-NH-PEG4-Ms is a PEG-based, methanesulfonate-activated linker designed for efficient installation of amine-containing ligands in PROTAC architectures. Its PEG segment provides conformational flexibility and improved solubility, while the activated leaving group supports robust coupling under standard organic synthesis conditions. This product is well suited for assembling targeted protein degradation constructs, and the following sections describe its structure and practical reactivity considerations in detail.
Structure: The linker contains a Boc-protected amine connected to a polyethylene glycol chain, terminating in a methanesulfonate leaving group. It features ether linkages within the PEG backbone and carbamate functionality from the Boc group, with polar, hydrogen-bonding-capable motifs that enhance aqueous compatibility.
Reactivity: The methanesulfonate activation enables nucleophilic substitution by amines to form stable C–N bonds, typically via an SN2-type displacement. Coupling is commonly performed under anhydrous conditions in polar aprotic solvents, using base to promote nucleophile formation. Boc deprotection can be used when required to expose the amine for subsequent conjugation steps, following established protecting-group chemistry.
* 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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