EGS (ethylene glycol bis(succinimidyl succinate)) is a homobifunctional N-hydroxysuccinimide (NHS) ester crosslinker designed to react with primary amines under mildly basic conditions. Structurally, it contains two activated succinimidyl succinate groups separated by an ethylene glycol spacer, enabling formation of stable amide bonds with lysine residues on proteins or with amine-bearing ligands. In PROTAC and targeted protein degradation workflows, EGS is used as a linker reagent to covalently connect an amine-functionalized targeting ligand (e.g., a binder for an E3 ligase or the target protein) to another amine-containing component, thereby placing the two recognition elements at a controllable distance and orientation. Its value lies in providing a practical route to generate degraders or intermediate conjugates for subsequent optimization, facilitating systematic structure–activity studies that probe how linker chemistry influences ternary complex formation and degradation efficiency.
Structure of 70539-42-3
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| Size | Price | Stock | Quantity |
|---|---|---|---|
| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.1913 mL | 10.9563 mL | 21.9125 mL |
| 5 mM | 0.4383 mL | 2.1913 mL | 4.3825 mL |
| 10 mM | 0.2191 mL | 1.0956 mL | 2.1913 mL |
EGS is a homobifunctional NHS ester linker suitable for amine-directed PROTAC conjugation workflows. Its activated ester termini enable attachment to primary amine-bearing fragments, while the spacer provides a defined, cleavable connection motif useful in linker and probe assembly. Details are provided below.
Structure: The molecule contains an ethylene glycol-derived central spacer connected to succinimidyl ester groups. It features activated carboxylate esters, ester linkages, and ether connectivity, providing amine-reactive electrophilic termini.
Reactivity: The NHS ester groups react with primary amines through nucleophilic acyl substitution to form amide bonds. Coupling is typically performed in mildly basic aqueous-organic or polar organic media, while limiting water exposure to reduce ester hydrolysis. No special catalyst is generally required; stoichiometry control helps reduce crosslinking or over-acylation.
* 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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