Propargyl-PEG10-acid

 CAS No.: 2055022-18-7  Cat No.: BP-501280  Purity: >95% 4.5  

Propargyl-PEG10-acid is a polyethylene glycol (PEG)–based PROTAC linker featuring a terminal propargyl (alkyne) handle and a carboxylic acid at the opposite end. The PEG chain length provides a hydrophilic, flexible spacer that can reduce steric interference between a ligand-binding warhead and an E3 ligase recruiter, while the alkyne enables orthogonal conjugation chemistries such as copper-catalyzed azide–alkyne cycloaddition or related click approaches. The carboxylic acid facilitates amide coupling or other acylation strategies to connect the linker to activated derivatives of targeting ligands or to incorporate functional groups for subsequent assembly. In targeted protein degradation workflows, this linker architecture supports modular synthesis of bifunctional degraders by allowing researchers to tune distance and orientation, improving the likelihood of productive ternary complex formation and degradation activity. Its defined, reactive termini make it a practical reagent for constructing PROTACs and related conjugates for mechanistic and structure–activity studies.

Propargyl-PEG10-acid

Structure of 2055022-18-7

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Category
PROTAC Linker
Molecular Formula
C24H44O12
Molecular Weight
524.60
Appearance
Pale Yellow or Colorless Oily Liquid

* 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 Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Propargyl-PEG9-CH2CH2COOH; Alkyne-PEG10-COOH; Propargyl-PEG10-COOH; Propargyl-PEG9-CH2CH2COOH; 4,7,10,13,16,19,22,25,28,31-Decaoxatetratriacont-33-ynoic acid; 4,7,10,13,16,19,22,25,28,31-Decaoxatetratriacont-33-yn-1-oic acid
Boiling Point
593.9±50.0°C (Predicted)
Density
1.124±0.06 g/cm3 (Predicted)
InChI Key
ALHRCZLKCUZEQF-UHFFFAOYSA-N
InChI
InChI=1S/C24H44O12/c1-2-4-27-6-8-29-10-12-31-14-16-33-18-20-35-22-23-36-21-19-34-17-15-32-13-11-30-9-7-28-5-3-24(25)26/h1H,3-23H2,(H,25,26)
SMILES
C#CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Propargyl-PEG10-acid is a PEG-based PROTAC linker designed to provide a flexible, hydrophilic spacer while maintaining a reactive handle for conjugation to ligands. Its combination of an alkyne “click” functionality and a terminal carboxylic acid enables modular construction of targeted protein degraders with improved solubility and tunable linker length. The sections below describe its structure and the practical reactivity considerations for PROTAC synthesis in detail.

Structure: The linker contains a propargyl (terminal alkyne) group connected to a poly(ethylene glycol) chain terminating in a carboxylic acid. It features ether linkages within the PEG backbone, an alkyne for bioorthogonal conjugation, and a carboxyl group suitable for amide formation.

Reactivity: The terminal alkyne is suitable for copper-catalyzed azide–alkyne cycloaddition to assemble PROTAC architectures from azide-bearing partners under standard “click” conditions. The terminal carboxylic acid can be activated for amide coupling to ligand amines, typically using carbodiimide-based coupling reagents with an appropriate base in polar aprotic solvents. Careful control of pH and reagent stoichiometry helps preserve sensitive functional groups during 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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