t-Boc-N-amido-PEG8-acid
t-Boc-N-amido-PEG8-acid is a polyethylene glycol (PEG) linker bearing an N-amide functionality and a carboxylic acid terminus, with a Boc-protected amine (carbamate) at the proximal end. Structurally, it provides a flexible, hydrophilic chain of defined length that can be used to space a ligand from a recruited protein-binding module, helping to reduce steric clashes and improve productive ternary complex formation in PROTACs. The carboxylic acid enables coupling to amine- or hydrazide-bearing partners via standard amide-forming chemistries, while the Boc-protected amine handle supports controlled stepwise synthesis and minimizes side reactions during conjugation. In targeted protein degradation research, such PEG-based linkers are widely used to tune linker length, polarity, and conformational freedom, thereby affecting binding geometry, cellular uptake, and degradation potency. This reagent is therefore valuable for constructing modular PROTAC architectures and for systematic linker optimization in experimental workflows.
Structure of 1334169-93-5
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t-Boc-N-amido-PEG8-acid is a polyethylene glycol (PEG)-based linker building block designed for constructing PROTACs and other targeted protein degradation conjugates. Its PEG spacer supports favorable solubility and conformational flexibility, helping maintain productive geometry between the target-binding ligand and the E3 ligase-recruiting module. The Boc-protected amide functionality enables controlled stepwise synthesis, while the terminal carboxylic acid provides a reliable handle for amide coupling. Detailed structural and synthetic considerations are provided below.
Structure: The molecule contains a PEG chain segment, an amide linkage, and a terminal carboxylic acid. A Boc-protected nitrogen provides a stable protecting group, while the amide and ester-like functionalities support hydrogen-bonding and polarity. Overall, it is a flexible, hydrophilic linker suitable for conjugation chemistry.
Reactivity: The terminal carboxylic acid can be activated for standard amide bond formation with amine-bearing ligands under coupling conditions commonly used in bioconjugation. Boc deprotection can be performed prior to coupling to expose the reactive amine, enabling selective formation of the N-amide. Typical approaches rely on carbodiimide or related activation chemistries in polar aprotic solvents, with base to promote nucleophilic acyl substitution.
* 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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