Thiol-PEG9-alcohol

 Cat No.: BP-502121  Purity: >95% 4.5  

Thiol-PEG9-alcohol is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal thiol for site-specific conjugation and a terminal hydroxyl group that provides chemical handle and hydrophilicity. With a PEG chain length of nine ethylene glycol units, it offers a flexible, water-soluble spacer that can reduce steric interference between the warhead and the recruitment ligand in PROTAC constructs. In PROTAC design, the thiol group enables coupling to maleimide- or iodoacetamide-functionalized partners (or to thiol-reactive handles) to form stable thioether or related linkages, while the PEG segment maintains favorable solvation and distance control for productive ternary complex formation. This linker is valuable for researchers optimizing linker length, flexibility, and conjugation chemistry, particularly when stable, aqueous-compatible assemblies are required for targeted protein degradation studies.

Thiol-PEG9-alcohol

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Category
PROTAC Linker
Molecular Formula
C₁₈H₃₈O₉S
Molecular Weight
430.55

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

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Purity
>95%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-(2-sulfanylethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
HS-PEG9-OH
InChI Key
HJPMIMRXVZSWPJ-UHFFFAOYSA-N
InChI
InChI=1S/C18H38O9S/c19-1-2-20-3-4-21-5-6-22-7-8-23-9-10-24-11-12-25-13-14-26-15-16-27-17-18-28/h19,28H,1-18H2
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCS)O

Thiol-PEG9-alcohol is a PEG-based linker designed for modular PROTAC assembly, providing a flexible hydrophilic spacer that can improve conjugation efficiency and molecular presentation to target-binding ligands. Its terminal thiol functionality enables robust chemoselective coupling strategies, while the alcohol handle supports further derivatization routes when needed. In PROTAC workflows, such linkers help tune linker length, solubility, and spatial reach between the ligand warhead and the E3-ligase-binding moiety. Detailed structural and reactivity considerations are provided below.

Structure: Thiol-PEG9-alcohol contains a poly(ethylene glycol) chain terminated by a thiol and an alcohol group. The linker features ether linkages along the PEG backbone, with flexible C–O and C–C connectivity that promotes conformational mobility and enhanced aqueous compatibility.

Reactivity: The terminal thiol can be used for thiol–maleimide or thiol–activated electrophile conjugation, typically proceeding via nucleophilic addition or substitution under mild, near-neutral conditions compatible with sensitive ligands. Common approaches employ maleimide-functional partners, thiol-activated esters, or disulfide exchange strategies, with inert atmosphere and thiol-protecting/oxidation control to prevent disulfide formation. Suitable solvents include polar aprotic or aqueous buffers, selected to maintain thiol reactivity and ligand solubility.

Stock concentration: *
Desired final volume: *
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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