m-PEG9-C4-SH

 Cat No.: BP-502100 4.5  

m-PEG9-C4-SH is a monofunctional polyethylene glycol (PEG) linker featuring a methoxy-capped PEG chain of intermediate length connected to a four-carbon spacer terminating in a thiol (–SH). Structurally, the PEG segment provides hydrophilicity and conformational flexibility, while the short aliphatic spacer positions the reactive thiol for efficient conjugation to electrophilic handles on PROTAC components. In targeted protein degradation designs, such linkers are commonly used to connect an E3 ligase ligand to a targeting moiety while minimizing steric interference and improving aqueous solubility, which can enhance the effective proximity required for ternary complex formation. The thiol functionality enables chemoselective attachment via disulfide exchange or thiol-reactive coupling strategies, facilitating modular synthesis and rapid analog generation. Overall, this linker is valuable for researchers optimizing PROTAC architectures, tuning linker length and flexibility, and improving experimental tractability during synthesis and biological evaluation.

m-PEG9-C4-SH

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Category
PROTAC Linker
Molecular Formula
C₂₃H₄₈O₉S
Molecular Weight
500.69

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
6-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]hexane-1-thiol
InChI Key
XYHHQIFKGILNTM-UHFFFAOYSA-N
InChI
InChI=1S/C23H48O9S/c1-24-7-8-26-11-12-28-15-16-30-19-20-32-22-21-31-18-17-29-14-13-27-10-9-25-6-4-2-3-5-23-33/h33H,2-23H2,1H3
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOCCCCCCS

m-PEG9-C4-SH is a polyethylene glycol (PEG)-based linker bearing a terminal thiol, designed to support modular PROTAC assembly through chemoselective conjugation to electrophilic handles on ligands. Its PEG-rich segment provides conformational flexibility and improved solubility, while the thiol enables controlled attachment strategies that preserve the functional integrity of targeting and E3-recruiting moieties. The following sections describe the linker’s structural features and the practical reactivity considerations for constructing PROTACs.

Structure: The linker consists of a PEG chain connected to a short aliphatic spacer terminating in a thiol group. It contains ether linkages within the PEG domain and a thiofunctional group for conjugation. The overall architecture is flexible, hydrophilic, and suitable for aqueous linker environments.

Reactivity: The terminal thiol enables reactions such as disulfide exchange or thiol–electrophile coupling, depending on the functional group presented on the partner ligand. Typical approaches use mild, thiol-compatible conditions and appropriate bases or reducing environments to maintain thiol availability. Solvents such as aqueous buffers with co-solvents are commonly used, and reaction design often follows established thiol conjugation principles to form stable thioether or disulfide-linked intermediates for PROTAC construction.

Stock concentration: *
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Desired concentration: *

L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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