NH2-PEG1-CH2COOtBu

 CAS No.: 1155811-37-2  Cat No.: BP-500358  Purity: ≥95% 4.5  

NH2-PEG1-CH2COOtBu is a short, amino-terminated polyethylene glycol linker bearing a terminal protected carboxylate, designed to provide a flexible hydrophilic spacer between PROTAC-relevant fragments. Structurally, it contains a single ethylene glycol unit that confers conformational mobility and reduces steric interference, while the primary amine enables straightforward coupling to activated carboxylic acids, isocyanates, or other electrophiles used to assemble PROTAC architectures. The CH2COOtBu group serves as a protected handle for subsequent deprotection to reveal a carboxylic acid, allowing amide or ester bond formation with ligands or other linker segments. In PROTAC design, such PEG-based spacers can improve effective proximity and productive orientation between the target-binding moiety and the E3 ligase recruiter, often enhancing degradation performance by mitigating unfavorable intramolecular constraints. This linker is therefore valuable for constructing modular, chemically tractable conjugates for targeted protein degradation studies.

NH2-PEG1-CH2COOtBu

Structure of 1155811-37-2

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Category
PROTAC Linker
Molecular Formula
C8H17NO3
Molecular Weight
175.23

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

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Purity
≥95%
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 2-(2-aminoethoxy)acetate
Synonyms
t-Butyl 2-(2-aminoethoxy)acetate; Amino-PEG1-CH2CO2-t-butyl ester; 2-(2-aminoethoxy)acetic acid t-butyl ester; NH2-PEG1-C1-Boc; Acetic acid, 2-(2-aminoethoxy)-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl (2-aminoethoxy)acetate; Amino-PEG1-t-butyl acetate
Boiling Point
247.0±15.0°C (Predicted)
Density
1.006±0.06 g/cm3 (Predicted)
InChI Key
OTVFRZJXVQDULI-UHFFFAOYSA-N
InChI
InChI=1S/C8H17NO3/c1-8(2,3)12-7(10)6-11-5-4-9/h4-6,9H2,1-3H3
SMILES
CC(C)(C)OC(=O)COCCN

This PEG-based linker is designed to connect a ligand for a target protein to an E3 ligase recruiter in PROTAC constructs, providing a flexible, hydrophilic spacer that can help tune effective intramolecular geometry and solubility. Its ether-rich backbone and terminal functional group support modular synthesis under standard organic conditions. The following sections describe the linker’s structural features and practical reactivity considerations for assembling PROTACs, including compatible coupling strategies and reaction design principles.

Structure: The linker contains a poly(ethylene glycol) segment with ether linkages, providing conformational flexibility and strong water compatibility. It bears a primary amine and a protected carboxylate functionality, with an alkyl spacer that supports controlled distance between conjugation handles.

Reactivity: The primary amine enables amide or urea formation via activated carboxylic acid derivatives, such as acid chlorides, activated esters, or coupling reagents commonly used in peptide/bioconjugation chemistry. The tert-butyl-protected carboxylate can be deprotected under acid conditions to reveal a free acid for subsequent coupling. Typical workflows use polar aprotic solvents and base/activator systems, with reaction temperatures and times optimized to preserve sensitive ligands.

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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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