Amino-PEG10-CH2-Boc

 Cat No.: BP-502086 4.5  

Amino-PEG10-CH2-Boc is a PEG-based bifunctional linker featuring a terminal primary amine and a tert-butyl ester-protected carboxyl group, connected through a methylene spacer to a poly(ethylene glycol) chain of approximately ten ethylene oxide units. The PEG segment provides conformational flexibility and aqueous solubility, while the amine and tert-butyl ester-protected carboxyl functionality enable orthogonal synthetic handling during PROTAC assembly. In targeted protein degradation constructs, such linkers are used to spatially separate the ligand-binding modules so that each warhead can engage its target with reduced steric interference, and to tune the effective linker length and hydrophilicity that influence ternary complex formation and cellular uptake. The tert-butyl ester protection supports controlled deprotection to reveal the carboxylic acid, allowing sequential conjugation to other components under appropriate conditions. This product is therefore valuable for researchers optimizing PROTAC linker architecture to improve coupling efficiency, maintain solubility, and enhance degradation performance in biochemical and cell-based assays.

Amino-PEG10-CH2-Boc

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Category
PROTAC Linker
Molecular Formula
C₂₆H₅₃NO₁₂
Molecular Weight
571.70

* 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 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate
InChI Key
NZSHEWGSEHOABI-UHFFFAOYSA-N
InChI
InChI=1S/C26H53NO12/c1-26(2,3)39-25(28)24-38-23-22-37-21-20-36-19-18-35-17-16-34-15-14-33-13-12-32-11-10-31-9-8-30-7-6-29-5-4-27/h4-24,27H2,1-3H3
SMILES
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN

This Amino-PEG10-CH2-Boc linker is designed to provide a flexible, hydrophilic spacer for assembling PROTACs, improving effective reach and conformational adaptability between the target-binding ligand and the E3 ligase-recruiting moiety. Its PEG-based architecture helps reduce nonspecific hydrophobic interactions, while the protected amine enables controlled, stepwise functionalization. The Boc group supports selective coupling strategies, and the subsequent points below describe the structure and reactivity considerations in detail.

Structure: The linker combines a poly(ethylene glycol) chain with a methylene spacer and a terminal amino functionality protected as a Boc carbamate. It contains ether linkages within the PEG segment and a carbamate carbonyl, offering high polarity and conformational flexibility. The presence of the protected amine supports orthogonal synthetic handling.

Reactivity: The Boc-protected amine is typically deprotected under mild acid conditions to generate a free amine for subsequent amide or urea-forming couplings. PROTAC assembly commonly uses standard electrophile–nucleophile strategies, such as reacting the liberated amine with activated carboxylic acids or isocyanates, often in polar aprotic solvents. Reaction design should account for PEG stability and the need to preserve other functional groups during stepwise synthesis.

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Desired concentration: *

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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