Propargyl-PEG2-amine

 CAS No.: 944561-44-8  Cat No.: BP-500099  Purity: ≥ 95.0 % 4.5  

Propargyl-PEG2-amine is a short, flexible polyethylene glycol (PEG) linker bearing a terminal propargyl (alkyne) group and a primary amine. Structurally, it provides a hydrophilic, conformationally mobile spacer that can be used to connect PROTAC components while minimizing steric interference at the binding interfaces. The propargyl functionality enables chemoselective conjugation via copper-catalyzed azide–alkyne cycloaddition or related alkyne click strategies, allowing attachment to azide-functional ligands or handles commonly used in targeted degradation constructs. The terminal amine allows further derivatization (e.g., amide coupling to activated carboxylic acids or attachment to activated esters), supporting modular synthesis of bifunctional degraders. In PROTAC research, this linker is valuable for tuning effective distance and orientation between the E3 ligase-recruiting moiety and the target-binding ligand, thereby improving degraders’ synthesis feasibility and facilitating systematic structure–activity studies.

Propargyl-PEG2-amine

Structure of 944561-44-8

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Category
PROTAC Linker
Molecular Formula
C7H13NO2
Molecular Weight
143.18
Appearance
Colorless to almost colorless clear liquid

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

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Purity
≥ 95.0 %
Solubility
10 mm in DMSO
Appearance
Colorless to almost colorless clear liquid
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Shipping
Room temperature, or blue ice upon request.
IUPACName
2-(2-prop-2-ynoxyethoxy)ethanamine
Synonyms
Alkyne-PEG2-Amine;2-[2-(2-Propynyloxy)ethoxy]ethylamine; Propyne-PEG2-NH2; 2-(2-(prop-2-yn-1-yloxy)ethoxy)ethan-1-amine
Boiling Point
213.8±20.0 °C at 760 mmHg
Density
1.0±0.1 g/cm3
InChI Key
GVHLQHHQXWSDDM-UHFFFAOYSA-N
InChI
InChI=1S/C7H13NO2/c1-2-4-9-6-7-10-5-3-8/h1H,3-8H2
SMILES
C#CCOCCOCCN
Biological Activity
Propargyl-PEG2-amine is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Propargyl-PEG2- amine is a PEG-based PROTAC linker can be used in the synthesis of PROTACs[1][2] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins.
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM6.9842 mL34.9211 mL69.8422 mL
5 mM1.3968 mL6.9842 mL13.9684 mL
10 mM0.6984 mL3.4921 mL6.9842 mL

Propargyl-PEG2-amine is a PEG-based bifunctional linker designed for modular assembly of PROTACs, enabling efficient spatial separation between a target-binding ligand and an E3 ligase recruiter. Its ether-rich chain provides conformational flexibility and improved solubility, while the terminal alkyne handle supports orthogonal conjugation strategies. These features make it a practical building block for constructing targeted protein degraders, with detailed structural and synthetic considerations provided below.

Structure: The molecule contains a short poly(ethylene glycol) ether segment linked to a primary amine and a propargyl (terminal alkyne) functionality. It features C–N and C–C bonds, ether linkages, and an alkyne capable of selective coupling. The PEG segment imparts hydrophilicity and flexible, solvated conformations.

Reactivity: The terminal alkyne enables click-type conjugations and related alkyne-reactive chemistries, typically proceeding via copper-catalyzed azide–alkyne cycloaddition or catalyst-free variants depending on the partner. The primary amine can be used for amide formation, carbamate/urea coupling, or reductive amination to connect PROTAC fragments. Common approaches use standard coupling reagents in polar organic or mixed solvent systems under conditions compatible with 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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