Amino-PEG7-propionic acid

 CAS No.: 2376111-92-9  Cat No.: BP-500562  Purity: ≥95% 4.5  

Amino-PEG7-propionic acid is a heterobifunctional PEG-based linker featuring a terminal primary amine and a terminal carboxylic acid separated by a polyethylene glycol chain of intermediate length, terminated with a propionic-acid motif. The flexible PEG backbone provides water solubility and conformational freedom, while the amine and carboxyl groups enable straightforward coupling chemistries (for example, amide bond formation with activated carboxylic acids or NHS/EDC-type coupling, and orthogonal functionalization when paired with other reactive handles). In PROTAC and targeted protein degradation workflows, such linkers are used to connect a ligand for an E3 ligase to a ligand for the target protein, tuning the spatial arrangement and effective reach of the two binding domains to promote productive ternary complex formation. Its balanced length and hydrophilicity make it valuable for optimizing degrader potency and selectivity in experimental series where linker length and attachment geometry are key determinants of degradation efficiency.

Amino-PEG7-propionic acid

Structure of 2376111-92-9

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Category
PROTAC Linker
Molecular Formula
C17H35NO9
Molecular Weight
397.46
Related CAS
1818294-41-5 (polymer) 196936-04-6 (polymer)
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Amino-PEG7-acid; 1-Amino-3,6,9,12,15,18,21-heptaoxatetracosan-24-oic acid; NH2-PEG7-COOH; Amino-PEG7-COOH; H2N-PEG7-CH2CH2COOH
Boiling Point
514.7±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
IQXCHVHWNHSNMT-UHFFFAOYSA-N
InChI
InChI=1S/C17H35NO9/c18-2-4-22-6-8-24-10-12-26-14-16-27-15-13-25-11-9-23-7-5-21-3-1-17(19)20/h1-16,18H2,(H,19,20)
SMILES
C(COCCOCCOCCOCCOCCOCCOCCN)C(=O)O

Amino-PEG7-propionic acid is a PEG-based PROTAC linker building block designed to provide hydrophilic spacing between a ligand-binding warhead and an E3-recruiting element. Its ether-rich poly(ethylene glycol) character supports favorable solubility and conformational flexibility, which can help maintain productive ternary complex formation. The amino handle enables straightforward conjugation to reactive partners, while the terminal carboxylic acid supports controlled amide coupling. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a poly(ethylene glycol) chain featuring repeating ether linkages, terminating in a primary amino group and a carboxylic acid (propionic acid motif). It presents polar functional groups suitable for salt formation and hydrogen bonding, with an overall flexible, solvated scaffold that can reduce steric constraints in conjugates.

Reactivity: The primary amino and carboxylic acid enable standard bioconjugation chemistries used in PROTAC synthesis, most commonly amide bond formation via coupling reagents under mild, aqueous-organic conditions. Typical approaches include activating the carboxyl group (for example, with carbodiimide-based systems and additives) followed by nucleophilic attack from an amine-bearing partner. Alternatively, the amino group can be used for NHS-ester or activated-carboxyl intermediates, proceeding through well-established acyl substitution mechanisms.

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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