Biotin-PEG3-propargyl

 CAS No.: 1421701-68-9  Cat No.: BP-501145 4.5  

Biotin-PEG3-propargyl is a heterobifunctional PEG-based linker that combines a biotin affinity handle with a terminal propargyl (alkyne) group for site-selective conjugation. Structurally, it features a short three-unit ethylene glycol spacer that provides aqueous solubility and spatial flexibility, linking biotin to a reactive alkyne suitable for copper-catalyzed azide–alkyne cycloaddition (CuAAC), as well as for other alkyne-compatible coupling strategies. In PROTAC and targeted degradation workflows, this linker is valuable for attaching biotin-tagged probes to E3 ligase recruiters, degraders, or control constructs, enabling affinity enrichment, pull-down experiments, and quantitative analysis of ternary complex formation and degradation engagement. The PEG spacer helps reduce steric hindrance and can improve conjugation efficiency and assay performance by maintaining functional group accessibility. Overall, it supports rigorous biochemical characterization of targeted protein degradation systems and facilitates modular synthesis of affinity-enabled experimental reagents.

Biotin-PEG3-propargyl

Structure of 1421701-68-9

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PROTAC Linker
Molecular Formula
C₁₉H₃₁N₃O₅S
Molecular Weight
413.53

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

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IUPACName
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethyl]pentanamide
InChI Key
GHIQFERKSLOFCW-BQFCYCMXSA-N
InChI
InChI=1S/C19H31N3O5S/c1-2-8-25-10-12-27-13-11-26-9-7-20-17(23)6-4-3-5-16-18-15(14-28-16)21-19(24)22-18/h1,15-16,18H,3-14H2,(H,20,23)(H2,21,22,24)/t15-,16-,18-/m0/s1
SMILES
C#CCOCCOCCOCCNC(=O)CCCCC1C2C(CS1)NC(=O)N2

Biotin-PEG3-propargyl is a PEG-based linker designed for modular PROTAC construction, enabling efficient conjugation of a biotin handle to protein-targeting ligands via a terminal alkyne. Its flexible, hydrophilic PEG segment supports favorable linker presentation and solubility, while the propargyl group provides a robust chemical handle for bioorthogonal coupling strategies commonly used in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker consists of a biotin moiety connected through a short poly(ethylene glycol) spacer to a terminal propargyl (alkyne) group. It contains ether linkages within the PEG chain and an alkyne suitable for selective conjugation, with overall increased hydrophilicity and conformational flexibility.

Reactivity: The terminal alkyne enables copper-catalyzed azide–alkyne cycloaddition or related alkyne-based coupling approaches to assemble PROTACs bearing complementary azide functionalities. Typical preparations use mild organic solvents compatible with biomolecules, with copper catalysts and appropriate stabilizing ligands to control reaction rate and minimize side reactions. The reaction proceeds via formation of a triazole linkage, preserving the linker’s functional orientation for subsequent ternary complex formation studies.

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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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