N-(Hydroxy-PEG3)-N-Boc-PEG4-Boc

 Cat No.: BP-501750 4.5  

N-(Hydroxy-PEG3)-N-Boc-PEG4-Boc is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal hydroxy group, an N-Boc-protected amine, and a tert-butyl ester-protected carboxyl group, with PEG3 and PEG4 segments around the central nitrogen. The hydroxy terminus provides a convenient handle for controlled coupling to electrophilic groups (e.g., activated esters or carbonyl derivatives), while the N-Boc group masks the amine and the tert-butyl ester protects the carboxyl group to reduce nonspecific reactivity during PROTAC assembly. Upon appropriate deprotection, the liberated amine and/or carboxylic acid can be used for amide or urea-forming coupling strategies, enabling stepwise conjugation of a ligand-binding warhead to a second component such as an E3 ligase recruiter. In targeted protein degradation research, PEG-based linkers like this can improve aqueous compatibility, tune linker flexibility and effective distance between binding domains, and thereby support robust ternary complex formation and degradation efficiency.

N-(Hydroxy-PEG3)-N-Boc-PEG4-Boc

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Category
PROTAC Linker
Molecular Formula
C₂₈H₅₅NO₁₂
Molecular Weight
597.74

* For research and manufacturing use only. Not for human or clinical use.

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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
N-(Hydroxy-PEG3)-N-Boc-PEG4-t-butyl ester
InChI Key
DSCNYBQOSCPDBB-UHFFFAOYSA-N
InChI
InChI=1S/C28H55NO12/c1-27(2,3)40-25(31)7-11-33-15-19-37-23-24-39-21-17-35-13-9-29(26(32)41-28(4,5)6)8-12-34-16-20-38-22-18-36-14-10-30/h30H,7-24H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCN(CCOCCOCCOCCO)C(=O)OC(C)(C)C

This PROTAC linker component is designed to provide a tunable, hydrophilic polyethylene glycol (PEG)-based spacer architecture that can improve solubility and modulate the effective reach between a target-binding ligand and an E3 ligase ligand. Its protected functional groups enable controlled synthetic elaboration during PROTAC assembly, supporting modular linker installation and subsequent deprotection/functionalization steps. Detailed structural and reactivity considerations are provided below for experimental planning.

Structure: The molecule contains PEG oligomer segments bearing a terminal hydroxyl group, one Boc-protected amine, and one tert-butyl ester-protected carboxyl group. It features ether linkages characteristic of PEG, one Boc carbamate, and one tert-butyl ester, offering flexibility, polarity, and orthogonal protection under standard organic synthesis conditions.

Reactivity: The Boc-protected amine and tert-butyl ester-protected carboxyl group can be carried through compatible non-acidic coupling and linker-functionalization steps. Acid-mediated deprotection can reveal the amine from the Boc carbamate and the carboxylic acid from the tert-butyl ester; subsequent coupling should be selected according to the functional handle required. PEG ether backbones generally tolerate common organic solvents used in peptide-ligand coupling workflows.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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