Hydroxy-PEG5-acid

 CAS No.: 2079768-50-4  Cat No.: BP-500394  Purity: ≥95% 4.5  

Hydroxy-PEG5-acid is a polyethylene glycol linker bearing a terminal hydroxyl group and a carboxylic acid, providing a short, flexible, hydrophilic chain (PEG5) suitable for bioconjugation chemistry. In PROTAC and targeted protein degradation constructs, such PEG-based linkers help spatially separate the ligand warheads from the E3 ligase–recruiting module, reducing steric clashes while maintaining conformational freedom to promote productive ternary complex formation. The terminal carboxylic acid enables straightforward coupling to amine, hydrazide, or other nucleophilic handles via standard amide or ester-forming reactions, while the hydroxyl functionality can be used for further derivatization or orthogonal functionalization. Its PEG character also improves aqueous solubility and can mitigate aggregation during synthesis and biological handling. Overall, Hydroxy-PEG5-acid is a practical building block for constructing linker variants that tune linker length, polarity, and attachment geometry in targeted degradation research.

Hydroxy-PEG5-acid

Structure of 2079768-50-4

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Category
PROTAC Linker
Molecular Formula
C13H26O8
Molecular Weight
310.34
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%
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
OH-PEG5-COOH; HO-PEG5-Propionic acid; HO-PEG5-CH2CH2COOH; Hydroxy-PEG5-propionic acid; 1-Hydroxy-3,6,9,12,15-pentaoxaoctadecan-18-oic acid; Propanoic acid, 3-[(14-hydroxy-3,6,9,12-tetraoxatetradec-1-yl)oxy]-; 3,6,9,12,15-Pentaoxaoctadecan-18-oic acid, 1-hydroxy-
Boiling Point
455.7±45.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
NQZLSNLBIKBFNP-UHFFFAOYSA-N
InChI
InChI=1S/C13H26O8/c14-2-4-18-6-8-20-10-12-21-11-9-19-7-5-17-3-1-13(15)16/h14H,1-12H2,(H,15,16)
SMILES
C(COCCOCCOCCOCCOCCO)C(=O)O

Hydroxy-PEG5-acid is a polyethylene glycol (PEG)-based PROTAC linker designed to provide a hydrophilic, flexible spacer between a ligand and a recruiting moiety. Its terminal carboxylic acid enables robust conjugation strategies commonly used to assemble targeted protein degraders, while the ether-rich PEG segment helps modulate solubility and spatial presentation in ternary complex formation. The detailed structural and synthetic considerations are provided below.

Structure: The linker contains a PEG backbone composed of repeating ether units, terminating in a carboxylic acid functionality and a hydroxyl group. It features flexible C–O ether linkages that confer conformational mobility and strong hydrogen-bonding capacity, supporting favorable aqueous compatibility.

Reactivity: The terminal carboxylic acid is suitable for standard PROTAC assembly via amide coupling with amine-bearing ligands under activating conditions (for example, carbodiimide or uronium-type coupling reagents). Alternatively, it can be converted to activated esters for nucleophilic substitution. Reactions are typically performed in polar aprotic solvents with controlled pH to preserve PEG integrity and minimize side reactions.

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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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