Benzyl-PEG7-amine

 CAS No.: 868594-43-8  Cat No.: BP-501311  Purity: >95% 4.5  

Benzyl-PEG7-amine is a PEG-based linker featuring a benzyl capping group at one terminus and a primary amine at the other, providing a flexible, hydrophilic chain of seven ethylene glycol units suitable for bioconjugation. In PROTAC design, such PEG linkers are commonly used to tune the spatial relationship between the target-binding ligand and the E3 ligase–recruiting moiety, helping to reduce steric clashes and improve productive formation of the ternary complex. The terminal amine enables straightforward coupling to activated carboxylic acids or other electrophilic partners, allowing researchers to attach this linker to PROTAC scaffolds while maintaining aqueous solubility and conformational adaptability. This product is valuable for systematic linker optimization in targeted protein degradation studies, where linker length, polarity, and attachment chemistry can strongly influence degradation potency, selectivity, and overall physicochemical properties of the resulting conjugates.

Benzyl-PEG7-amine

Structure of 868594-43-8

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Category
PROTAC Linker
Molecular Formula
C21H37NO7
Molecular Weight
415.52
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
Synonyms
Benzyl-PEG7-NH2; 1-Phenyl-2,5,8,11,14,17,20-heptaoxadocosan-22-amine; BnO-PEG6-CH2CH2NH2; 3,6,9,12,15,18,21-Heptaoxadocosan-1-amine, 22-phenyl-
Boiling Point
502.0±45.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
SOZKCKXDCYVWFL-UHFFFAOYSA-N
InChI
InChI=1S/C21H37NO7/c22-6-7-23-8-9-24-10-11-25-12-13-26-14-15-27-16-17-28-18-19-29-20-21-4-2-1-3-5-21/h1-5H,6-20,22H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCN

Benzyl-PEG7-amine is a polyethylene glycol (PEG)-based linker building block designed to support flexible, water-compatible conjugation strategies in targeted protein degradation workflows. Its ether-rich chain can enhance solubility and mitigate steric constraints between the ligand and recruited E3 ligase-binding module. The benzyl-protected amine functionality enables controlled derivatization, facilitating construction of PROTACs where linker length and conformational freedom influence ternary complex formation. Detailed structural and reactivity considerations are provided below.

Structure: Benzyl-PEG7-amine contains a benzyl-substituted amine attached to a PEG segment composed of repeating ether linkages. The linker features an aliphatic ether backbone, a terminal primary amine suitable for coupling, and aromatic benzyl functionality. Its polyether character confers hydrophilicity and flexible conformational behavior.

Reactivity: The terminal primary amine enables amide or urea formation via standard nucleophilic acyl substitution, commonly using activated carboxylic acids or isocyanate-type coupling partners. Typical conditions employ polar aprotic solvents and base to promote amine reactivity while preserving ether stability. Mechanistically, nucleophilic attack on an activated electrophile yields the conjugated PROTAC intermediate, with purification by chromatography or aqueous workup commonly used to remove excess reagents.

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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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