CHO-CH2-PEG1-CH2-Boc

 CAS No.: 2230956-95-1  Cat No.: BP-501111 4.5  

CHO-CH2-PEG1-CH2-Boc is a heterobifunctional PEG-based linker building block featuring an aldehyde (CHO) terminus and a tert-butyl ester-protected carboxylic acid at the opposite end, connected through a short ethylene–PEG–ethylene segment. The aldehyde handle enables formation of reversible or irreversible conjugates with amine-containing ligands (e.g., via reductive amination or Schiff base chemistry), while the tert-butyl ester can be deprotected to reveal a carboxylic acid for subsequent activation and coupling. In PROTAC construction, such linkers are used to tune the spatial relationship and flexibility between the target-binding ligand and the E3 ligase-recruiting moiety, which can strongly influence ternary complex formation and degradation potency. As a compact PEG1 spacer, it can help balance solubility and conformational freedom while maintaining synthetic tractability for iterative linker optimization in targeted protein degradation research.

CHO-CH2-PEG1-CH2-Boc

Structure of 2230956-95-1

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PROTAC Linker
Molecular Formula
C₁₀H₁₈O₅
Molecular Weight
218.25

* 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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IUPACName
tert-butyl 2-[2-(2-oxoethoxy)ethoxy]acetate
InChI Key
UFFYJANEMAVRSD-UHFFFAOYSA-N
InChI
InChI=1S/C10H18O5/c1-10(2,3)15-9(12)8-14-7-6-13-5-4-11/h4H,5-8H2,1-3H3
SMILES
CC(C)(C)OC(=O)COCCOCC=O

This PROTAC linker, CHO-CH2-PEG1-CH2-Boc, is designed to provide a controlled, flexible spacing element between targeting and recruiting modules while incorporating a protected functional handle for subsequent assembly. Its ether-rich PEG character can help modulate solubility and conformational freedom, which is often beneficial for effective ternary complex formation. The tert-butyl ester-protected carboxyl functionality enables stepwise synthesis under standard organic conditions. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a short polyethylene glycol segment with ether linkages, flanked by an aldehyde functionality and a tert-butyl ester-protected carboxylic acid. It features an aliphatic backbone with multiple heteroatoms, contributing to polarity, hydrogen-bonding capacity, and flexible conformations.

Reactivity: The tert-butyl ester is compatible with orthogonal protection strategies and can be deprotected under acid-promoted conditions to reveal a carboxylic acid for coupling. The aldehyde-derived handle can participate in carbonyl chemistry, enabling formation of imines or related intermediates, which can be reduced or further elaborated to install the desired connection to ligands. Typical PROTAC linker conjugations use mild base or acid, common coupling reagents, and polar aprotic solvents to maintain PEG solubility and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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