t-Boc-Aminooxy-PEG12-Boc

 Cat No.: BP-501848 4.5  

t-Boc-Aminooxy-PEG12-Boc is a polyethylene glycol–based bifunctional linker featuring a Boc-protected aminooxy group at one end and a tert-butyl ester-protected carboxyl group at the other end of a PEG chain. The long PEG spacer provides a flexible, hydrophilic scaffold that helps reduce steric constraints and can improve solubility and effective reach between the two conjugation partners in PROTAC architectures. In targeted protein degradation designs, the aminooxy functionality is commonly used to enable chemoselective oxime formation with aldehyde-bearing ligands, allowing researchers to connect an E3 ligase recruiter or other targeting moiety through a stable oxime linkage after deprotection. The Boc-protected aminooxy group and tert-butyl ester provide controlled handling and compatibility during synthesis, while the PEG12 length supports efficient spatial presentation of the two components. This linker is therefore valuable for constructing modular PROTACs and evaluating how linker length and flexibility influence ternary complex formation and degradation potency.

t-Boc-Aminooxy-PEG12-Boc

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PROTAC Linker
Molecular Formula
C₃₆H₇₁NO₁₇
Molecular Weight
789.95

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

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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-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
WZOROVUSSDBPLZ-UHFFFAOYSA-N
InChI
InChI=1S/C36H71NO17/c1-35(2,3)53-33(38)7-8-40-9-10-41-11-12-42-13-14-43-15-16-44-17-18-45-19-20-46-21-22-47-23-24-48-25-26-49-27-28-50-29-30-51-31-32-52-37-34(39)54-36(4,5)6/h7-32H2,1-6H3,(H,37,39)
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCONC(=O)OC(C)(C)C

This PROTAC linker, t-Boc-Aminooxy-PEG12-Boc, is designed to provide a PEG-based, flexible spacer for assembling bifunctional degraders while maintaining efficient connectivity between targeting ligands and E3-recruiting moieties. Its protected aminooxy functionality enables controlled post-coupling activation, supporting modular synthesis workflows commonly used in targeted protein degradation. The following sections describe the linker’s structural features and practical considerations for PROTAC construction in detail below.

Structure: The linker contains a poly(ethylene glycol) chain that confers conformational flexibility and hydrophilicity, flanked by Boc-protected groups. It incorporates an aminooxy functionality suitable for chemoselective bond formation, with carbamate linkages providing chemical stability under standard synthetic conditions.

Reactivity: For PROTAC assembly, deprotection is typically performed under mild acid conditions to generate a reactive aminooxy intermediate, which can then be used in oxime or related aminooxy-mediated conjugation strategies. Suitable coupling approaches rely on chemoselective condensation with carbonyl partners, often conducted in polar organic solvents or buffered aqueous mixtures; reaction progress is monitored to minimize side reactions and ensure efficient linker incorporation.

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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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