Amino-PEG12-CH2-Boc

 Cat No.: BP-502007 4.5  

Amino-PEG12-CH2-Boc is a PEG-based linker building block featuring a terminal primary amine and a tert-butyl ester-protected carboxyl functionality, connected through a methylene spacer. The extended, flexible poly(ethylene glycol) chain (approximately twelve ethylene glycol units) provides conformational freedom and aqueous solubility, while the tert-butyl ester-protected carboxyl end group enables controlled synthetic coupling to PROTAC fragments. In targeted protein degradation constructs, such PEG linkers are commonly used to tune the spatial relationship between the ligand that engages the target protein and the ligand that recruits an E3 ubiquitin ligase, thereby optimizing ternary complex formation and degradation potency. The amino handle facilitates amide or carbamate formation with activated carboxylic acids or activated linkers, and tert-butyl ester protection supports stepwise assembly with reduced side reactions. This reagent is valuable for researchers seeking robust, modular linker architectures to systematically evaluate linker length and attachment chemistry in PROTAC optimization studies.

Amino-PEG12-CH2-Boc

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Category
PROTAC Linker
Molecular Formula
C₃₀H₆₁NO₁₄
Molecular Weight
659.80

* 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 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate
InChI Key
ITEUVCLBCMIASR-UHFFFAOYSA-N
InChI
InChI=1S/C30H61NO14/c1-30(2,3)45-29(32)28-44-27-26-43-25-24-42-23-22-41-21-20-40-19-18-39-17-16-38-15-14-37-13-12-36-11-10-35-9-8-34-7-6-33-5-4-31/h4-28,31H2,1-3H3
SMILES
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN

Amino-PEG12-CH2-Boc is a polyethylene glycol-based PROTAC linker designed to provide conformational flexibility and aqueous compatibility while supporting controlled amide/alkyl coupling at the terminus. Its PEG character can help tune linker length and reduce steric constraints between the target-binding ligand and the E3-recruiting module. The Boc-protected amine enables stepwise synthesis and purification of intermediate constructs. The detailed structural and reactivity features are described below.

Structure: The linker contains a PEG chain with ether linkages, terminating in a methylene spacer and a Boc-protected amino functionality. It presents a flexible, hydrophilic backbone with a carbamate (Boc) protecting group and reactive primary amine availability after deprotection. This combination supports modular assembly of PROTAC architectures.

Reactivity: PROTAC construction typically uses orthogonal, stepwise functional-group chemistry: Boc deprotection to reveal the amine, followed by coupling to an activated carboxylate or other electrophile on the partnering ligand. Common conditions include acid-mediated Boc removal, then amide-forming reactions using carbodiimide/active-ester strategies. Solvents such as polar aprotic media are often used for coupling, while maintaining mild temperatures to preserve sensitive ligands and linkers.

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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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