Propargyl-PEG1-COOtBu

 CAS No.: 488150-84-1  Cat No.: BP-500569  Purity: ≥95% 4.5  

Propargyl-PEG1-COOtBu is a short, polyethylene glycol–based PROTAC linker featuring a terminal propargyl (alkyne) handle and a protected carboxylate (tert-butyl ester). Structurally, it provides a flexible, hydrophilic spacer of minimal PEG length while maintaining orthogonal reactive functionality: the alkyne enables copper-catalyzed azide–alkyne cycloaddition or other alkyne-compatible conjugation strategies, and the ester can be deprotected to yield a carboxylic acid for amide coupling or other acyl linkage formation. In PROTAC design, such bifunctional linkers are used to connect a target-binding ligand to an E3 ligase-recruiting moiety, controlling effective distance and relative orientation to promote formation of a productive ternary complex. Its compact PEG character can help reduce steric mismatch while improving aqueous solubility, making it useful for generating and optimizing targeted protein degradation constructs where modular, stepwise assembly is required.

Propargyl-PEG1-COOtBu

Structure of 488150-84-1

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Category
PROTAC Linker
Molecular Formula
C10H16O3
Molecular Weight
184.24
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%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-prop-2-ynoxypropanoate
Synonyms
Propargyl-PEG1-t-butyl ester; Propargyl-PEG1-Boc; tert-butyl 3-(prop-2-ynyloxy)propanoate; 3-(2-Propyn-1-yloxy)propanoic acid tert-butyl ester
Boiling Point
239.2±15.0 °C at 760 mmHg
Density
1.0±0.1 g/cm3
InChI Key
VDHVLESCKRSEAF-UHFFFAOYSA-N
InChI
InChI=1S/C10H16O3/c1-5-7-12-8-6-9(11)13-10(2,3)4/h1H,6-8H2,2-4H3
SMILES
CC(C)(C)OC(=O)CCOCC#C

Propargyl-PEG1-COOtBu is a PEG-based PROTAC linker building block designed to connect an alkyne-bearing handle to a protected carboxylate functionality. Its ether-rich PEG segment supports conformational flexibility and aqueous compatibility, while the propargyl group enables efficient bioorthogonal coupling to partner ligands. The tert-butyl ester provides a convenient, stability-oriented protecting group that can be selectively removed when required. Detailed structural and reactivity considerations for PROTAC assembly are provided below.

Structure: The molecule contains a short poly(ethylene glycol) ether segment, a propargyl alkyne, and a tert-butyl ester-protected carboxylate. It features carbon–carbon triple-bond character, ether linkages, and an ester functional group, offering polarity and flexibility typical of PEG linkers used in targeted degradation constructs.

Reactivity: The propargyl alkyne is suitable for click-type conjugation strategies (commonly copper-catalyzed azide–alkyne cycloaddition or related alkyne coupling approaches) to join PROTAC fragments. The tert-butyl ester can be deprotected under standard acid-promoted conditions to regenerate a carboxylic acid for subsequent amide or ester formation. Typical coupling steps use activated carboxylate chemistry with appropriate bases and coupling reagents, selected to preserve the alkyne and PEG ether integrity.

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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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