Propargyl-PEG3-bromide

 CAS No.: 203740-63-0  Cat No.: BP-501059  Purity: 98% 4.5  

Propargyl-PEG3-bromide is a bromoalkyl, PEG-based linker bearing a terminal propargyl (alkyne) functionality, providing a short, flexible hydrophilic spacer of about three ethylene glycol units. Structurally, the bromide enables nucleophilic substitution or alkylation chemistry to install the linker onto a nucleophile-bearing partner, while the terminal alkyne provides a reactive handle for orthogonal conjugation strategies commonly used in PROTAC construction. In targeted protein degradation designs, this type of bifunctional PEG linker can be used to connect an E3 ligase ligand and a target-binding moiety through stable carbon–carbon or heteroatom linkages, while the PEG segment helps tune solubility, reduce steric clashes, and modulate the effective distance and relative orientation required for formation of the ternary complex. Its modular reactivity makes it valuable for assembling PROTACs and related bifunctional degraders for systematic structure–activity relationship studies.

Propargyl-PEG3-bromide

Structure of 203740-63-0

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PROTAC Linker
Molecular Formula
C₉H₁₅BrO₃
Molecular Weight
251.12

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

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Purity
98%
Solubility
DMSO, DCM, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]prop-1-yne
Synonyms
Propargyl-PEG3-Br; 3-(2-(2-(2-Bromoethoxy)ethoxy)ethoxy)prop-1-yne; Alkyne-PEG3-Br
InChI Key
UIGSOGCOFXYRNE-UHFFFAOYSA-N
InChI
InChI=1S/C9H15BrO3/c1-2-4-11-6-8-13-9-7-12-5-3-10/h1H,3-9H2
SMILES
C#CCOCCOCCOCCBr

Propargyl-PEG3-bromide is a PEG-based, bromo-functional linker designed to support modular assembly of PROTACs by providing an efficient handle for attachment to ligands and subsequent conjugation steps. Its ether-rich polyethylene glycol segment promotes aqueous compatibility and flexible spacing between binding elements, which can improve productive ternary complex formation. The following sections describe the linker’s structure and the practical reactivity considerations used in PROTAC construction.

Structure: Propargyl-PEG3-bromide contains a terminal propargyl group linked through an ether-rich polyethylene glycol chain to a bromide leaving group. The molecule features C–C and C–O ether bonds, a carbon–carbon triple bond, and a primary alkyl bromide, yielding a polar, flexible, and water-compatible scaffold.

Reactivity: The bromide can undergo nucleophilic substitution with suitable nucleophiles under standard alkylation conditions, enabling attachment to ligand-bearing functional groups. The terminal alkyne supports copper-catalyzed azide–alkyne cycloaddition or related click-style conjugations for assembling PROTAC architectures. Typical workflows use polar aprotic solvents, controlled base selection, and copper catalysts where appropriate, with attention to protecting-group compatibility and minimizing alkyne side reactions.

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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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