Cbz-aminooxy-PEG8-Boc

 Cat No.: BP-501892 4.5  

Cbz-aminooxy-PEG8-Boc is a polyethylene glycol–based PROTAC linker featuring an aminooxy functional group at one end and orthogonally protected carboxylic acid/amine functionality (Boc) at the other, with a benzyloxycarbonyl (Cbz) protecting group that provides stability during multi-step synthesis. The PEG8 chain provides a flexible, hydrophilic spacer that can reduce steric interference between the ligand-binding modules of a PROTAC, while the aminooxy handle enables chemoselective oxime formation with carbonyl-bearing partners, a widely used strategy for assembling targeted degradation constructs. In PROTAC design, such linkers help tune effective molarity and relative orientation of the recruiting and target-binding moieties, improving the probability of productive ternary complex formation and subsequent ubiquitin-proteasome–mediated degradation. This product is therefore valuable for researchers seeking modular, experimentally tractable conjugation chemistry and robust linker behavior in targeted protein degradation workflows.

Cbz-aminooxy-PEG8-Boc

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Category
PROTAC Linker
Molecular Formula
C₃₁H₅₃NO₁₃
Molecular Weight
647.75

* 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-(phenylmethoxycarbonylaminooxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
MGRYWFQLYUTWNG-UHFFFAOYSA-N
InChI
InChI=1S/C31H53NO13/c1-31(2,3)45-29(33)9-10-35-11-12-36-13-14-37-15-16-38-17-18-39-19-20-40-21-22-41-23-24-42-25-26-44-32-30(34)43-27-28-7-5-4-6-8-28/h4-8H,9-27H2,1-3H3,(H,32,34)
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCONC(=O)OCC1=CC=CC=C1

Cbz-aminooxy-PEG8-Boc is a bifunctional, polyethylene glycol–based PROTAC linker designed to connect a protected aminooxy handle with a Boc-protected functionality for controlled conjugation chemistry. Its flexible PEG scaffold supports productive ternary complex formation by improving solubility and spatial reach between targeting and recruiting ligands. The protected groups enable stepwise assembly and minimize side reactions during PROTAC synthesis; detailed structural and reactivity considerations are provided below.

Structure: The linker contains an aminooxy functional group and Boc-protected moiety attached to a PEG chain, with a benzyloxycarbonyl (Cbz) protecting group. It features ether-rich, flexible poly(ethylene glycol) segments, plus carbamate and related covalent linkages that provide chemical stability under standard organic synthesis conditions.

Reactivity: This linker is typically employed in stepwise PROTAC construction using orthogonal protecting-group strategies. The aminooxy functionality is suited for oxime or related aminooxy-mediated bond formation with carbonyl-containing partners under mild conditions, while Boc and Cbz groups can be selectively removed to reveal reactive sites when needed. Common approaches use standard deprotection chemistries and compatible coupling solvents, with reaction design guided by protecting-group stability and chemoselectivity.

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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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