N-(Amino-PEG3)-N-bis(PEG4-Boc)

 CAS No.: 2353409-57-9  Cat No.: BP-501049 4.5  

N-(Amino-PEG3)-N-bis(PEG4-Boc) is a branched trifunctional PEG-based linker featuring one primary amino group and two PEG4 arms terminated as tert-butyl ester-protected carboxylic acids. Structurally, it provides a flexible, hydrophilic spacer architecture combining a short PEG3 segment with extended PEG4 arms, enabling controlled separation and reduced steric interference between PROTAC modules. In PROTAC design, such PEG linkers help tune the effective geometry for ternary complex formation by allowing the ligand-binding elements to adopt productive orientations while maintaining aqueous solubility and minimizing nonspecific hydrophobic interactions. The tert-butyl esters protect the two carboxylic acid handles during synthesis and can be removed before subsequent acid activation and coupling. This linker is valuable for researchers optimizing linker length, flexibility, and coupling chemistry when constructing targeted protein degradation constructs.

N-(Amino-PEG3)-N-bis(PEG4-Boc)

Structure of 2353409-57-9

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PROTAC Linker
Molecular Formula
C₃₈H₇₆N₂O₁₅
Molecular Weight
801.01

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

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IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl-[2-[2-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
FGSQMHHAFQWJGV-UHFFFAOYSA-N
InChI
InChI=1S/C38H76N2O15/c1-37(2,3)54-35(41)7-13-43-19-25-49-31-33-52-29-23-47-17-11-40(10-16-46-22-28-51-27-21-45-15-9-39)12-18-48-24-30-53-34-32-50-26-20-44-14-8-36(42)55-38(4,5)6/h7-34,39H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCN(CCOCCOCCOCCN)CCOCCOCCOCCOCCC(=O)OC(C)(C)C

This PROTAC linker, N-(Amino-PEG3)-N-bis(PEG4-Boc), provides a PEG-rich, amine-functional scaffold with two tert-butyl ester-protected carboxyl termini designed to support efficient conjugation between targeting ligands and E3 ligase binders. Its flexible polyether architecture can improve solubility and conformational adaptability in large, multi-component degraders. The tert-butyl ester-protected carboxyl groups enable controlled stepwise functionalization, facilitating reliable assembly of PROTAC constructs. Detailed structure and reactivity considerations are provided below.

Structure: The linker contains a central amino functionality connected to a PEG chain, along with bis(PEG) substituents bearing tert-butyl ester-protected carboxyl termini. It is characterized by repeating ether linkages, tert-butyl ester groups, and an overall hydrophilic, flexible polyether framework that supports aqueous compatibility.

Reactivity: The tert-butyl esters are typically cleaved under acidic conditions to reveal carboxylic acids for subsequent coupling. PROTAC assembly commonly uses amide-forming reactions between the liberated carboxylic acids and amine-bearing ligands after standard carboxyl activation. Standard coupling chemistries (e.g., carbodiimide-based or activated ester/acid chloride routes) are performed in appropriate organic solvents with base, while protecting-group compatibility should be considered throughout.

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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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