AcS-PEG4-NH2

 CAS No.: 1404111-71-2  Cat No.: BP-501454  Purity: ≥95% 4.5  

AcS-PEG4-NH2 is an amino-terminated, short polyethylene glycol (PEG) linker bearing an acetylthio (AcS) functional group, providing a chemically addressable handle for PROTAC assembly. Structurally, it combines a flexible PEG spacer of defined length with a terminal primary amine for amide or urea coupling to protein-binding ligands or E3 ligase recruiters, while the thioacetyl-type group enables controlled conjugation strategies that can be tuned to the synthetic route. In PROTAC design, such PEG linkers help modulate the effective distance and relative orientation between the two binding moieties, often improving productive ternary complex formation by reducing steric clashes and enhancing solubility. As a modular building block, AcS-PEG4-NH2 is valuable for researchers optimizing linker length, hydrophilicity, and coupling chemistry in targeted protein degradation experiments, facilitating systematic structure–activity studies and enabling reproducible synthesis of conjugates for in vitro evaluation.

AcS-PEG4-NH2

Structure of 1404111-71-2

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Category
PROTAC Linker
Molecular Formula
C12H25NO5S
Molecular Weight
295.40
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
S-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl] ethanethioate
Synonyms
S-(14-amino-3,6,9,12-tetraoxatetradecyl) ethanethioate; S-acetyl-PEG4-amine; Ethanethioic acid, S-(14-amino-3,6,9,12-tetraoxatetradec-1-yl) ester; S-(14-Amino-3,6,9,12-tetraoxatetradec-1-yl) ethanethioate
Boiling Point
395.2±37.0°C at 760 mmHg
Density
1.107±0.1 g/cm3
InChI Key
PXNGVISWXZZUJC-UHFFFAOYSA-N
InChI
InChI=1S/C12H25NO5S/c1-12(14)19-11-10-18-9-8-17-7-6-16-5-4-15-3-2-13/h2-11,13H2,1H3
SMILES
CC(=O)SCCOCCOCCOCCOCCN

AcS-PEG4-NH2 is a functionalized polyethylene glycol (PEG) linker designed for building PROTAC constructs that require flexible spacing and efficient conjugation chemistry. Its PEG-based scaffold supports favorable solubility and conformational adaptability, which can help maintain productive ternary complex formation between target and E3 ligase ligands. The terminal amine enables straightforward coupling to electrophilic partners, and the overall linker architecture is commonly used in targeted protein degradation workflows. Detailed structural and reactivity guidance is provided below.

Structure: AcS-PEG4-NH2 is a PEG-based linker bearing an amine terminus and an acylated sulfur-containing group, providing a polar, ether-rich backbone. It contains multiple ether linkages that confer flexibility, hydrogen-bonding capacity, and improved hydrophilicity, with a primary amine suitable for nucleophilic coupling.

Reactivity: The terminal amine is suitable for nucleophilic substitution and amide/urea-forming coupling strategies used in PROTAC synthesis. Typical approaches employ activated carboxylic acids (e.g., NHS- or HATU-type activation) or electrophilic carbonyl derivatives under mild base conditions in polar aprotic solvents. Mechanistically, the amine attacks the activated carbonyl to form a stable amide linkage, enabling modular assembly of PROTACs with controlled attachment points.

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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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