mPEG4-propyne

 CAS No.: 1101668-39-6  Cat No.: BP-500393  Purity: >98% 4.5  

mPEG4-propyne is an mPEG-based propargyl linker designed to provide a short, hydrophilic polyethylene glycol segment terminated with a terminal alkyne (propyne). Structurally, it combines a methoxy-capped PEG chain of limited length with a reactive alkyne handle, enabling efficient conjugation through well-established click chemistry approaches, most commonly copper-catalyzed azide–alkyne cycloaddition or related strain-promoted variants. In PROTAC and targeted protein degradation workflows, this type of linker is valuable for attaching PEG spacers between the ligand-binding moieties and other functional domains, improving solubility, reducing nonspecific hydrophobic interactions, and allowing modular assembly of degraders by orthogonal functional group chemistry. The terminal alkyne facilitates site-specific coupling to azide-bearing partners such as warheads, E3 ligase ligands, or reporter groups, supporting systematic structure–activity relationship studies and optimization of linker length and attachment geometry for controlled ternary complex formation and degradation efficiency.

mPEG4-propyne

Structure of 1101668-39-6

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Category
PROTAC Linker
Molecular Formula
C₁₂H₂₂O₅
Molecular Weight
246.30
Appearance
Colorless Liquid

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

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Purity
>98%
Solubility
DCM, THF, acetonitrile, DMF and DMSO
Appearance
Colorless Liquid
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-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]prop-1-yne
Synonyms
m-PEG4-alkyne;m-PEG5-propargyl;mPEG4-CH2C≡CH; 2,5,8,11,14-pentaoxaheptadec-16-yne; Proparyl-PEG5-methane; 3-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]prop-1-yne
Boiling Point
304.2±32.0 °C at 760 mmHg
Density
1.016±0.1 g/cm3
InChI Key
QOXHTXZSGABRDF-UHFFFAOYSA-N
InChI
InChI=1S/C12H22O5/c1-3-4-14-7-8-16-11-12-17-10-9-15-6-5-13-2/h1H,4-12H2,2H3
SMILES
COCCOCCOCCOCCOCC#C

mPEG4-propyne is a polyethylene glycol (PEG)-based propargyl linker designed to support efficient conjugation workflows commonly used in PROTAC assembly. Its PEG segment provides a hydrophilic, sterically accommodating spacer that can improve solubility and facilitate controlled spatial presentation of binding motifs. The terminal propargyl functionality enables bioorthogonal coupling strategies, supporting modular synthesis of targeted protein degraders. The following points describe its structure and practical reactivity considerations in detail below.

Structure: mPEG4-propyne comprises a methoxy-terminated PEG chain bearing a terminal propargyl (alkyne) group. The linker contains repeating ether linkages and a carbon–carbon triple bond at the reactive terminus, yielding a flexible, water-compatible scaffold with typical PEG-like physicochemical behavior.

Reactivity: The terminal alkyne is suitable for copper-catalyzed azide–alkyne cycloaddition or related click-type conjugations used to connect PROTAC components bearing complementary azide handles. Typical protocols employ a Cu(I) source generated in situ, with stabilizing ligands and polar organic/aqueous solvent systems to maintain solubility and reaction efficiency. Reaction design generally follows established click chemistry principles for selective bond formation under mild, experimentally controllable conditions.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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