COOH-PEG1-COOtBu

 CAS No.: 2086689-08-7  Cat No.: BP-500860  Purity: ≥95% 4.5  

COOH-PEG1-COOtBu is a bifunctional polyethylene glycol linker featuring a terminal carboxylic acid and a second protected carboxyl group (tert-butyl ester), with a short PEG chain that provides aqueous compatibility and conformational flexibility. In PROTAC architectures, such PEG-based linkers are widely used to tune the spatial relationship between the ligand-bearing “warhead” modules and the recruited E3 ligase binder, helping to reduce steric clashes and to promote formation of the ternary complex required for efficient ubiquitination and proteasomal degradation. The carboxyl functionality enables straightforward coupling to activated carboxyl derivatives or other electrophiles, while the tert-butyl ester can be selectively deprotected under standard conditions to reveal a second reactive handle for orthogonal conjugation. This linker is therefore valuable for constructing modular, chemically addressable PROTACs and for systematic structure–activity studies aimed at optimizing linker length, flexibility, and degradation potency.

COOH-PEG1-COOtBu

Structure of 2086689-08-7

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Category
PROTAC Linker
Molecular Formula
C10H18O5
Molecular Weight
218.25
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]propanoic acid
Synonyms
Acid-PEG1-t-butyl ester; Acid-PEG1-C2-Boc; 3-(3-(tert-butoxy)-3-oxopropoxy)propanoic acid; Propanoic acid, 3-(2-carboxyethoxy)-, 1-(1,1-dimethylethyl) ester; 3-(2-Carboxyethoxy)propanoic acid 1-tert-butyl ester; 3-{3-[(2-Methyl-2-propanyl)oxy]-3-oxopropoxy}propanoic acid; Propanoic acid, 3,3'-oxybis-, 1,1-dimethylethyl ester
Boiling Point
341.9±22.0°C (Predicted)
Density
1.101±0.06 g/cm3 (Predicted)
InChI Key
ZDYGOKORAHMWLC-UHFFFAOYSA-N
InChI
InChI=1S/C10H18O5/c1-10(2,3)15-9(13)5-7-14-6-4-8(11)12/h4-7H2,1-3H3,(H,11,12)
SMILES
CC(C)(C)OC(=O)CCOCCC(=O)O

COOH-PEG1-COOtBu is a polyethylene glycol-based bifunctional linker designed to support PROTAC assembly by connecting a ligand-bearing handle to a second coupling partner. Its PEG character promotes solubility and conformational flexibility, helping maintain productive geometry between the target-binding and E3-recruiting elements. The carboxylic acid and protected carboxylate functionality enable modular synthesis routes, which are commonly used to generate degraders. The

Structure: The linker contains an ethylene glycol repeat unit bearing two carboxyl-derived termini, one presented as a free carboxylic acid and the other as a tert-butyl ester. It features ether connectivity within the PEG segment and ester/acid functional groups suitable for orthogonal coupling strategies.

Reactivity: PROTAC construction typically uses the free carboxylic acid for amide or ester bond formation via carbodiimide-mediated activation, often with coupling additives to improve efficiency. The tert-butyl ester can be selectively deprotected under acid conditions to regenerate a second carboxyl group for subsequent conjugation. Solvent systems such as polar aprotic or alcohol-containing media are commonly employed, with reaction temperatures and times optimized to preserve sensitive ligands.

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* 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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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