N-(Aminooxy-PEG3)-N-bis(PEG4-Boc)

 CAS No.: 2112737-19-4  Cat No.: BP-500491 4.5  

N-(Aminooxy-PEG3)-N-bis(PEG4-Boc) is a branched PEG scaffold with one aminooxy group and two protected acids. Structurally, it contains a central tertiary amine bearing an aminooxy-PEG3 arm and two PEG4 arms ending in propionic acids protected as tert-butyl esters. The aminooxy group can form oximes with aldehydes or ketones, while acid-mediated cleavage of the two tert-butyl esters exposes carboxylic acids for amide or ester coupling. In PROTAC and related targeted protein degradation research, the three-arm architecture supports carbonyl-selective ligation and subsequent attachment of one or two additional components through the acid arms. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

N-(Aminooxy-PEG3)-N-bis(PEG4-Boc)

Structure of 2112737-19-4

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PROTAC Linker
Molecular Formula
C₃₈H₇₆N₂O₁₆
Molecular Weight
817.01

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

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IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethyl-[2-[2-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
IYGZVFXDQYOXTM-UHFFFAOYSA-N
InChI
InChI=1S/C38H76N2O16/c1-37(2,3)55-35(41)7-12-43-17-22-48-27-29-50-24-19-45-14-9-40(11-16-47-21-26-52-31-32-53-33-34-54-39)10-15-46-20-25-51-30-28-49-23-18-44-13-8-36(42)56-38(4,5)6/h7-34,39H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCN(CCOCCOCCOCCOCCC(=O)OC(C)(C)C)CCOCCOCCOCCON

This N-(Aminooxy-PEG3)-N-bis(PEG4-Boc) linker is designed to enable efficient, modular assembly of PROTAC constructs by combining an aminooxy handle for chemoselective conjugation with PEG-based spacer segments that improve solubility and conformational flexibility. Its Boc-protected groups provide protected reactive functionality that can be unveiled under controlled conditions during synthesis. The detailed structural and reactivity considerations are provided below.

Structure: The linker contains an aminooxy functional group attached to a short PEG segment, and additional PEG chains bearing Boc-protected sites. Ether linkages within the PEG segments confer hydrophilicity and flexibility, while carbamate (Boc) groups provide stable, protected functionality prior to deprotection.

Reactivity: Aminooxy groups are commonly used in chemoselective oxime-forming ligation, typically reacting with aldehyde- or ketone-bearing partners under mildly acidic conditions to form stable oxime linkages. Boc-protected sites are compatible with standard organic synthesis and are generally removed by acid-mediated deprotection, enabling subsequent coupling steps. Solvent choice often favors polar media to maintain PEG solubility and reaction efficiency.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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