N-Boc-amino-PEG3-acid

 CAS No.: 1365655-91-9  Cat No.: BP-500135  Purity: ≥95% 4.5  

N-Boc-amino-PEG3-acid is a polyethylene glycol–based linker building block featuring a terminal carboxylic acid for conjugation and an N-Boc-protected amino functionality for controlled coupling. Structurally, it provides a short, flexible PEG spacer (three ethylene glycol units) that can project a recruited ligand away from a bulky binding surface, improving effective reach and reducing steric interference in bifunctional molecules. In PROTAC architectures, such PEG linkers are commonly used to connect a target-binding moiety to an E3 ligase ligand while maintaining an appropriate spatial relationship for productive ternary complex formation. The Boc protection enables stepwise synthesis, allowing selective deprotection and subsequent amide or other coupling chemistry to install the linker onto the desired partners. This product is valuable for researchers optimizing linker length, flexibility, and physicochemical properties to enhance degradation efficiency and reproducibility in targeted protein degradation studies.

N-Boc-amino-PEG3-acid

Structure of 1365655-91-9

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Category
PROTAC Linker
Molecular Formula
C12H23NO6
Molecular Weight
277.31
Related CAS
187848-68-6 (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-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]propanoic acid
Synonyms
t-Boc-N-amido-PEG2-acid; N-Boc-3-[2-(2-aminoethoxy)ethoxy]propionic acid; Boc-N-amido-PEG2-acid; 3-[2-(2-([(tert-Butoxy)carbonyl]amino)ethoxy)ethoxy]propanoic acid
Boiling Point
429.9±35.0°C (Predicted)
Density
1.125±0.06 g/cm3 (Predicted)
InChI Key
OZMXZVCAXAQCHJ-UHFFFAOYSA-N
InChI
InChI=1S/C12H23NO6/c1-12(2,3)19-11(16)13-5-7-18-9-8-17-6-4-10(14)15/h4-9H2,1-3H3,(H,13,16)(H,14,15)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCC(=O)O

N-Boc-amino-PEG3-acid, is designed for assembling PROTACs by providing a flexible polyethylene glycol spacer that can tune linker length, solubility, and conformational freedom between the target-binding ligand and the E3 ligase-binding moiety. Its protected amino functionality and terminal carboxylic acid enable modular, stepwise conjugation strategies commonly used in targeted protein degradation research. Detailed structural and synthetic considerations are provided below.

Structure: The molecule contains a Boc-protected amino group, a PEG-based oligoether segment, and a terminal carboxylic acid. It features ether linkages within the PEG chain, an amide-forming amino functionality, and a carboxyl group capable of forming stable derivatives. The flexible backbone supports favorable solvation and reduced steric bias.

Reactivity: The carboxylic acid can be activated for amide coupling to partner ligands, typically using carbodiimide-based coupling systems with appropriate bases in polar aprotic solvents. The Boc group can be removed under standard acid-mediated deprotection to reveal a free amine for subsequent coupling or salt formation. Overall, PROTAC assembly proceeds via sequential protection/deprotection and condensation steps under conditions that preserve sensitive functional groups.

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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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