Aldehyde-benzyl-PEG5-alkyne

 CAS No.: 1378928-83-6  Cat No.: BP-501114 4.5  

Aldehyde-benzyl-PEG5-alkyne is a heterobifunctional PEG-based linker that combines an aldehyde-functionalized benzyl group with a terminal alkyne, providing a versatile two-point handle for PROTAC assembly. The PEG5 chain imparts aqueous solubility and conformational flexibility, while the benzyl aldehyde enables chemoselective coupling to amine- or hydrazine-derived partners (e.g., installation of a reactive handle on a ligand or warhead), and the terminal alkyne supports subsequent bioorthogonal or click-type conjugation strategies to attach the second molecular component. In targeted protein degradation design, such linkers help position the two binding moieties with an appropriate spatial separation, reducing steric clashes and improving the likelihood of productive ternary complex formation with the E3 ligase and the target protein. This product is valuable for researchers optimizing linker length and reactivity in PROTACs, facilitating modular synthesis and rapid generation of degradation-focused analog libraries for structure–activity relationship studies.

Aldehyde-benzyl-PEG5-alkyne

Structure of 1378928-83-6

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PROTAC Linker
Molecular Formula
C₁₉H₂₆O₆
Molecular Weight
350.41

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

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IUPACName
4-[2-[2-[2-(2-but-3-ynoxyethoxy)ethoxy]ethoxy]ethoxy]benzaldehyde
InChI Key
AALNWPTUBYAKQV-UHFFFAOYSA-N
InChI
InChI=1S/C19H26O6/c1-2-3-8-21-9-10-22-11-12-23-13-14-24-15-16-25-19-6-4-18(17-20)5-7-19/h1,4-7,17H,3,8-16H2
SMILES
C#CCCOCCOCCOCCOCCOC1=CC=C(C=C1)C=O

Aldehyde-benzyl-PEG5-alkyne is a bifunctional PEG-based linker designed for modular construction of PROTACs, enabling efficient conjugation between targeting ligands and E3-recruiting moieties. Its combination of an aldehyde handle and a terminal alkyne supports orthogonal coupling strategies, while the PEG segment promotes solubility and conformational flexibility that can improve productive ternary-complex formation. The structure and reactivity considerations for PROTAC assembly are detailed below.

Structure: The linker contains a PEG spacer flanked by a benzyl group and functional termini: an aldehyde for carbonyl chemistry and a terminal alkyne for click-type reactions. It features ether-rich polyether connectivity, aromatic benzyl substitution, and a conjugated carbonyl, collectively providing hydrophilicity and handleable reactivity.

Reactivity: The aldehyde can be used for carbonyl-based conjugation, including formation of imines or related aldehyde–amine adducts under mild aqueous or mixed-solvent conditions, enabling subsequent stabilization when appropriate. The terminal alkyne is suitable for copper-catalyzed azide–alkyne cycloaddition or related alkyne click chemistries, typically employing copper catalysts, compatible ligands, and polar solvents to drive selective coupling for 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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