N-Desthiobiotin-N-bis(PEG4-t-butyl ester)
CAS No.: 2353409-60-4
Cat No.: BP-501102
4.5 
N-Desthiobiotin-N-bis(PEG4-t-butyl ester) is a biotin-derived linker reagent engineered for PROTAC-style conjugation workflows that require a defined, hydrophilic polyethylene glycol spacer terminating in masked carboxylate groups. Structurally, it combines a desthiobiotin recognition element with two PEG4 arms bearing t-butyl ester functionalities, providing a flexible, water-compatible chain length and two orthogonally addressable ester handles for downstream coupling or controlled deprotection. In targeted protein degradation designs, the desthiobiotin moiety enables noncovalent engagement with streptavidin or streptavidin-anchored components, allowing researchers to position or tether a ligand-bearing module relative to a recruited protein-degradation element. The bis-PEG architecture supports multivalent or branched assembly strategies, improving conjugation efficiency and reducing steric mismatch. This reagent is valuable for constructing modular, streptavidin-mediated PROTACs and related targeted degradation probes, where stable yet reversible tethering and tunable linker chemistry are critical for optimizing ternary complex formation and cellular activity.
Structure of 2353409-60-4
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This PROTAC linker is designed to connect biotin-based ligands to other targeting modules through a flexible PEG-rich spacer, enabling efficient engagement of biotin-recognizing components in targeted degradation workflows. Its t-butyl ester functionality supports robust, controllable coupling strategies, while the desthiobiotin motif provides reversible affinity behavior that can be advantageous for ternary-complex formation. Detailed structural and synthetic considerations are provided below to support experimental PROTAC construction and optimization.
Structure: The linker incorporates a desthiobiotin core bearing an N-substituted, PEG4-based bis(alkoxy) spacer. It contains ester-protected carboxyl groups with tert-butyl protecting groups, providing stable, nonpolar character in synthesis and enabling subsequent deprotection to reveal reactive carboxylates for conjugation.
Reactivity: The bis(PEG4-t-butyl ester) functionality is suitable for ester-protecting-group chemistry, where coupling to amine- or hydroxyl-bearing partners is typically performed after selective deprotection to generate carboxylates. Common approaches include acid-mediated tert-butyl ester cleavage followed by amide or ester bond formation using standard carbodiimide or related coupling reagents in polar aprotic solvents. Reaction conditions should be optimized to preserve PEG integrity and maintain linker solubility during PROTAC assembly.
* 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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