Propargyl-PEG2-acid

 CAS No.: 1859379-85-3  Cat No.: BP-500184  Purity: ≥98.0% 4.5  

Propargyl-PEG2-acid is a bifunctional polyethylene glycol (PEG) linker bearing a terminal propargyl (alkyne) group and a carboxylic acid at the opposite end, providing a short, flexible hydrophilic spacer for PROTAC and related targeted degradation constructs. The PEG segment improves aqueous solubility and can reduce steric clashes between the two binding ligands, while the propargyl handle enables chemoselective conjugation through copper-catalyzed azide–alkyne cycloaddition or related click-type coupling strategies. The terminal carboxylic acid supports amide or ester formation for attaching the linker to ligand scaffolds (e.g., via carboxyl-activated intermediates), allowing controlled placement of the two functional domains. In PROTAC design, such linkers help tune effective distance and relative orientation between the recruiter and the substrate-binding module, thereby influencing ternary complex formation and degradation potency. This product is valuable for rapid linker screening and for constructing stable, modular degradation reagents with reproducible synthetic handles for downstream optimization.

Propargyl-PEG2-acid

Structure of 1859379-85-3

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Category
PROTAC Linker
Molecular Formula
C8H12O4
Molecular Weight
172.18
Appearance
Pale Yellow Oily Matter

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

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Purity
≥98.0%
Solubility
Soluble in DMSO
Appearance
Pale Yellow Oily Matter
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature, or blue ice upon request.
IUPACName
3-(2-prop-2-ynoxyethoxy)propanoic acid
Synonyms
Propyne-PEG1-CH2CH2COOH; 3-(2-(Prop-2-yn-1-yloxy)ethoxy)propanoic acid; 3-[2-(2-Propyn-1-yloxy)ethoxy]propanoic acid; Propargyl-PEG1-COOH; Propanoic acid, 3-[2-(2-propyn-1-yloxy)ethoxy]-
Boiling Point
306.6±27.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
NNWHATPXNWOQKD-UHFFFAOYSA-N
InChI
InChI=1S/C8H12O4/c1-2-4-11-6-7-12-5-3-8(9)10/h1H,3-7H2,(H,9,10)
SMILES
C#CCOCCOCCC(=O)O
Biological Activity
Propargyl-PEG2-acid is a non-cleavable 2 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM5.8079 mL29.0394 mL58.0788 mL
5 mM1.1616 mL5.8079 mL11.6158 mL
10 mM0.5808 mL2.9039 mL5.8079 mL

This Propargyl-PEG2-acid linker is designed for modular assembly of PROTACs, providing a flexible polyethylene glycol spacer that can improve solubility and spatial presentation between the target-binding ligand and the E3 ligase-recruiting moiety. The terminal propargyl functionality enables orthogonal conjugation strategies, while the carboxylic acid handle supports reliable coupling chemistries. Detailed structural and reactivity considerations are provided below to guide experimental PROTAC construction.

Structure: The linker comprises a short PEG segment bearing a terminal propargyl group and a carboxylic acid functionality. Its ether-rich backbone provides conformational flexibility, while the alkyne offers a reactive handle for bioorthogonal or derivatization reactions. The acid enables salt formation and controlled polarity.

Reactivity: The propargyl group is suitable for conjugation via alkyne-selective chemistries commonly used in bioconjugation workflows, including copper-catalyzed azide–alkyne cycloaddition and related click approaches where compatible. The carboxylic acid can be activated for amide or ester formation using standard coupling reagents under mild base/activator conditions, typically in polar organic solvents or mixed aqueous systems. Reaction design should account for PEG-mediated solubility and preserve functional-group compatibility during PROTAC synthesis.

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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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