Aminooxy-PEG3-NHBoc

 CAS No.: 2062663-65-2  Cat No.: BP-501197  Purity: ≥95% 4.5  

Aminooxy-PEG3-NHBoc is a polyethylene glycol–based PROTAC linker featuring an aminooxy (–ONH2) functional group at one terminus and a Boc-protected amine at the other, providing a three–ethylene glycol unit chain that imparts aqueous solubility and conformational flexibility. The aminooxy handle is well suited for chemoselective oxime formation with aldehyde-bearing warheads or linkers, enabling stable conjugation under mild conditions while preserving the integrity of sensitive targeting motifs. In PROTAC design, this linker can be used to connect an E3 ligase ligand and a target-binding ligand through sequential coupling strategies, allowing controlled spatial presentation that can improve productive ternary complex formation and, consequently, targeted protein degradation efficiency. As a modular PEG linker, it offers a practical platform for systematic linker-length and attachment-site optimization, supporting reproducible synthesis and downstream structure–activity relationship studies in targeted degradation research.

Aminooxy-PEG3-NHBoc

Structure of 2062663-65-2

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Category
PROTAC Linker
Molecular Formula
C13H28N2O6
Molecular Weight
308.38
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMF, DMSO, Methanol
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethyl]carbamate
Synonyms
Aminooxy-PEG3-C2-NH-Boc; tert-butyl (2-(2-(2-(2-(aminooxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate; 5,8,11-Trioxa-2-azatridecanoic acid, 13-(aminooxy)-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl [2-(2-{2-[2-(aminooxy)ethoxy]ethoxy}ethoxy)ethyl]carbamate; Carbamic acid, N-[2-[2-[2-[2-(aminooxy)ethoxy]ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester
Boiling Point
440.0±40.0°C (Predicted)
Density
1.083±0.06 g/cm3 (Predicted)
InChI Key
SYWWKJDBLNWPRA-UHFFFAOYSA-N
InChI
InChI=1S/C13H28N2O6/c1-13(2,3)21-12(16)15-4-5-17-6-7-18-8-9-19-10-11-20-14/h4-11,14H2,1-3H3,(H,15,16)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCON

Aminooxy-PEG3-NHBoc is a PEG-based bifunctional linker designed for constructing PROTACs and related targeted protein degradation tools. Its aminooxy group enables chemoselective oxime formation, while the protected amine (Boc) provides a handle for subsequent coupling and controlled deprotection. The flexible ether-rich chain supports productive ternary-complex formation and improves conjugation versatility. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains an aminooxy functional group for oxime chemistry and a Boc-protected amine for orthogonal reactivity. A short poly(ethylene glycol) segment provides ether-rich flexibility, with stable C–O and C–N connectivity. Overall, it is an amphiphilic, water-compatible scaffold suitable for bioconjugation workflows.

Reactivity: Aminooxy groups typically react with carbonyl partners under mild conditions to form oximes, often in the presence of weak acid catalysts or buffered systems, depending on the electrophile. The Boc group can be removed using standard acid-mediated deprotection to reveal a primary amine for amide or carbamate bond formation. Solvent choice commonly favors aqueous/organic mixtures compatible with PROTAC assembly and maintaining protein-ligand integrity.

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