Diethoxy-phosphorylethyl-PEG5-ethylphosphonic acid
CAS No.: 1446282-17-2
Cat No.: BP-500826
4.5 
Diethoxy-phosphorylethyl-PEG5-ethylphosphonic acid is a heterobifunctional PEG-based linker bearing both phosphonic acid functionality and a diethoxy-phosphorylethyl motif, providing a chemically versatile scaffold for PROTAC construction. Structurally, it combines a polyethylene glycol chain of five ethylene glycol units with phosphonate-bearing termini, which can be used to tune solubility and spatial separation between the ligand warhead and the E3-recruiting moiety. In targeted protein degradation designs, such phosphonate-containing linkers can participate in stable conjugation strategies (for example, via phosphonate ester/acid chemistry or coupling to complementary functional groups on partner ligands), while the PEG segment reduces steric constraints and helps maintain productive ternary complex formation. This linker is therefore valuable for researchers optimizing linker length, polarity, and attachment geometry to improve degradation potency and selectivity in PROTAC-mediated assays.
Structure of 1446282-17-2
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Diethoxy-phosphorylethyl-PEG5-ethylphosphonic acid, is designed to provide a flexible polyethylene glycol spacer while incorporating phosphorus-based functional groups that can participate in controlled conjugation chemistry. Its combination of ether-rich spacing and phosphonate reactivity supports efficient assembly of bifunctional degraders with improved handle compatibility for target-binding and E3 ligase recruitment motifs. The following sections describe its structural features and practical reactivity considerations for PROTAC synthesis in detail below.
Structure: The linker contains a PEG-based ethylene glycol chain for conformational flexibility, flanked by phosphorus functionalities including an ethylphosphonic acid moiety and a diethoxy-phosphorylethyl group. It features P–O and P–C connectivity, ether linkages, and an acid-bearing phosphonate capable of hydrogen bonding and ionic interactions.
Reactivity: Phosphonate and diethoxy-phosphoryl groups enable stepwise PROTAC construction via phosphorylation or phosphonate ester formation followed by controlled hydrolysis to the corresponding phosphonic acid. Typical approaches use nucleophilic substitution under anhydrous conditions, with alcohols or bases to promote activation, followed by aqueous workup to adjust phosphorylation state. Solvent systems commonly include polar aprotic media for coupling, then buffered or aqueous conditions for deprotection/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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