t-Butyl acetate-PEG3-CH2COOH

 CAS No.: 1442466-57-0  Cat No.: BP-501476 4.5  

t-Butyl acetate-PEG3-CH2COOH is a polyethylene glycol (PEG) linker bearing a terminal carboxylic acid and a protected acetate functionality, providing a flexible, hydrophilic spacer for conjugation chemistry in PROTAC and targeted protein degradation constructs. Structurally, it comprises a short PEG chain (three ethylene glycol units) that can reduce steric hindrance and improve solubility, terminating in a primary carboxyl group suitable for amide bond formation with ligand-bearing amines or for coupling to activated ester derivatives. The “t-butyl acetate” protection is commonly used to enable controlled synthetic handling and subsequent deprotection under appropriate conditions, allowing the linker to be incorporated without premature side reactions. In PROTAC design, the linker’s role is to spatially tune the geometry between the E3 ligase-recruiting moiety and the target-binding ligand, thereby supporting productive ternary complex formation and degradation efficacy. This product is valuable for researchers seeking modular, chemically robust linker units for optimizing linker length, flexibility, and conjugation site accessibility in targeted degradation studies.

t-Butyl acetate-PEG3-CH2COOH

Structure of 1442466-57-0

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PROTAC Linker
Molecular Formula
C₁₄H₂₆O₈
Molecular Weight
322.35

* 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
2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]acetic acid
InChI Key
AIRJXXFDTSVEAV-UHFFFAOYSA-N
InChI
InChI=1S/C14H26O8/c1-14(2,3)22-13(17)11-21-9-7-19-5-4-18-6-8-20-10-12(15)16/h4-11H2,1-3H3,(H,15,16)
SMILES
CC(C)(C)OC(=O)COCCOCCOCCOCC(=O)O

This PROTAC linker, t-Butyl acetate-PEG3-CH2COOH, is designed to provide a flexible polyethylene glycol (PEG) spacer that improves solubility and spatial presentation between the targeting ligand and the recruited E3 ligase moiety. Its functional handle enables robust conjugation strategies commonly used in targeted protein degradation workflows. The flexible ether-rich backbone and protected carboxyl functionality help support controlled assembly of degraders, and the subsequent sections below describe its structural and synthetic reactivity in detail.

Structure: The linker contains a PEG-based ether chain terminating in a carboxymethyl group, with an acetate-protected t-butyl ester motif. It features ester and carboxylic acid functionalities, multiple ether linkages, and a flexible aliphatic segment, contributing to enhanced polarity, conformational mobility, and aqueous compatibility.

Reactivity: The carboxyl functionality supports standard PROTAC coupling chemistries to form amide or related linkages with complementary amine-bearing ligands. For ester-protected variants, deprotection under mild, base- or acid-mediated conditions can reveal the free carboxylic acid prior to coupling. Typical approaches use coupling reagents (e.g., carbodiimide-based systems) in polar aprotic solvents, proceeding via activation of the acid and nucleophilic acyl substitution to install the conjugation bond.

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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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