t-Boc-Aminooxy-PEG7-methane
t-Boc-Aminooxy-PEG7-methane is a protected, heterobifunctional PEG-based linker designed for PROTAC and targeted protein degradation workflows. Structurally, it contains a terminal tert-butoxycarbonyl (t-Boc)–protected aminooxy group that enables chemoselective oxime/oxime-ether formation with aldehyde-bearing handles, together with a polyethylene glycol chain of defined length that provides hydrophilicity, conformational flexibility, and improved solubility. The “methane” terminus provides a stable carbon-based connection point for further functionalization, allowing researchers to build linker architectures that spatially separate the ligand-binding moieties while maintaining productive geometry for ternary complex formation. In PROTAC design, such PEG linkers can reduce steric clashes, tune effective intramolecular reach, and help preserve binding affinity of the E3 ligase recruiter and the target-binding ligand. This reagent is therefore valuable for constructing experimentally tractable conjugates and for systematic optimization of linker length and attachment chemistry in targeted degradation studies.
Structure of 2055041-27-3
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This PROTAC linker, t-Boc-Aminooxy-PEG7-methane, provides a tunable polyethylene glycol (PEG) spacer bearing a protected aminooxy functionality, enabling efficient conjugation between a ligand-derived warhead and an E3-recruiting moiety. Its ether-rich, flexible scaffold supports favorable linker solubility and conformational adaptability, which can improve productive ternary complex formation. The protected aminooxy group is designed for controlled downstream coupling, and the subsequent points describe its structural and synthetic reactivity in detail.
Structure: The molecule contains a PEG-based flexible chain with repeating ether linkages, terminating in a methane-derived carbon framework and a Boc-protected aminooxy group. It features stable C–O and C–C bonds, with an acid-labile Boc protecting group and an aminooxy oxygen suitable for chemoselective oxime-related coupling.
Reactivity: For PROTAC assembly, the Boc group is typically removed under mild acid conditions to unmask the aminooxy functionality, followed by chemoselective formation of oxime linkages with aldehyde-bearing partners. The key principle is controlled deprotection and nucleophilic aminooxy reactivity toward carbonyl electrophiles. Common conditions use buffered aqueous-organic mixtures, with careful solvent selection to maintain solubility and minimize side reactions; catalysts are generally not required for oxime formation.
* 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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