Thiol-PEG5-amine

 CAS No.: 1347750-20-2  Cat No.: BP-501659  Purity: >95% 4.5  

Thiol-PEG5-amine is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal primary amine and a terminal thiol, separated by a PEG5 chain length that provides water solubility, conformational flexibility, and reduced nonspecific interactions. The amine handle enables straightforward conjugation to activated carboxylate groups (e.g., via amide coupling) or incorporation into linker–payload assemblies, while the thiol can be used for thioether formation, maleimide/haloacetamide coupling, or disulfide-based strategies to install or exchange functional groups under controlled conditions. In PROTAC and targeted protein degradation workflows, PEG-based linkers are widely used to tune the effective distance and relative orientation between the ligand-binding moieties, thereby improving formation of the ternary complex with the E3 ligase and the recruited target protein. This product is valuable for constructing modular, exchangeable PROTAC architectures and for optimizing linker length and chemistry to support efficient degradation studies.

Thiol-PEG5-amine

Structure of 1347750-20-2

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Category
PROTAC Linker
Molecular Formula
C₁₂H₂₇NO₅S
Molecular Weight
297.41
Appearance
Colorless Liquid

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

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Purity
>95%
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
2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanethiol
Synonyms
Thiol-PEG5-amine
InChI Key
CLMWLYNJZRFYHK-UHFFFAOYSA-N
InChI
InChI=1S/C12H27NO5S/c13-1-2-14-3-4-15-5-6-16-7-8-17-9-10-18-11-12-19/h19H,1-13H2
SMILES
C(COCCOCCOCCOCCOCCS)N

Thiols are widely used as versatile handles for constructing PROTACs, enabling controlled conjugation to warheads and handles for subsequent coupling steps. Thiol-PEG5-amine offers a flexible polyethylene glycol spacer that can improve solubility and reduce steric constraints around the binding interface, supporting efficient ternary complex formation. Its bifunctional nature facilitates modular synthesis workflows, and the detailed Structure and Reactivity parameters are provided below.

Structure: Thiol-PEG5-amine is a PEG-based linker bearing a terminal thiol and a primary amine. It contains ether-rich PEG segments that confer conformational flexibility, along with a reactive thiol group and an amine suitable for further derivatization. The linker is typically handled as a polar, water-compatible scaffold.

Reactivity: The terminal thiol can participate in thiol–maleimide or thiol–activated ester coupling to form stable thioether linkages under mild conditions, often using aqueous buffers and controlled pH. The primary amine enables amide-bond formation via activated carboxylic acids or coupling reagents, and can also be used for reductive amination depending on the electrophile. Protecting-group strategies for thiols are commonly applied to prevent disulfide formation during synthesis.

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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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