N-(Biotin-PEG4)-N-bis(PEG4-Boc)

 CAS No.: 2112730-79-5  Cat No.: BP-501063 4.5  

N-(Biotin-PEG4)-N-bis(PEG4-Boc) is a biotin-functionalized, multi–poly(ethylene glycol) (PEG) linker designed for PROTAC and targeted protein degradation workflows that require controlled conjugation and handleable sterics. Structurally, it contains a biotin moiety connected through a PEG4 spacer to a central tertiary amine, which is further substituted with two PEG4 arms bearing tert-butyl ester-protected carboxylic acid termini. The PEG segments provide aqueous solubility and flexible reach, while the tert-butyl esters protect two carboxylic acid handles that can be deprotected, activated, and coupled to complementary ligands. In PROTAC design, this linker serves as a modular scaffold that can spatially tune the distance and orientation between binding components, facilitating productive ternary complex formation and improving degradation efficiency in linker-sensitive systems. Its biotin handle also supports affinity-based detection, purification, and immobilization during optimization of degradation constructs.

N-(Biotin-PEG4)-N-bis(PEG4-Boc)

Structure of 2112730-79-5

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PROTAC Linker
Molecular Formula
C₅₀H₉₄N₄O₁₈S
Molecular Weight
1071.36

* 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-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]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
QEABYHYXLPQXGZ-DPPJWZTGSA-N
InChI
InChI=1S/C50H94N4O18S/c1-49(2,3)71-45(56)11-17-59-23-29-65-35-38-68-32-26-62-20-14-54(15-21-63-27-33-69-39-36-66-30-24-60-18-12-46(57)72-50(4,5)6)16-22-64-28-34-70-40-37-67-31-25-61-19-13-51-44(55)10-8-7-9-43-47-42(41-73-43)52-48(58)53-47/h42-43,47H,7-41H2,1-6H3,(H,51,55)(H2,52,53,58)/t42-,43-,47-/m0/s1
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCN(CCOCCOCCOCCOCCC(=O)OC(C)(C)C)CCOCCOCCOCCOCCNC(=O)CCCCC1C2C(CS1)NC(=O)N2

This PROTAC linker reagent, N-(Biotin-PEG4)-N-bis(PEG4-Boc), is designed to provide a flexible polyethylene glycol (PEG) spacer architecture that supports efficient conjugation and subsequent assembly of targeted protein degraders. Its biotin handle enables affinity-based workflows for material handling, while tert-butyl ester-protected carboxyl termini facilitate controlled functional-group unveiling during PROTAC synthesis. The following sections describe the linker’s structural features and practical reactivity considerations in detail.

Structure: The molecule contains a biotin-derived moiety connected through a PEG-based chain, with additional PEG4 segments bearing tert-butyl ester-protected carboxyl groups. It features ether linkages within the PEG scaffold and tert-butyl ester protection, yielding a polar, water-compatible, conformationally flexible linker suitable for PROTAC architectures.

Reactivity: The tert-butyl esters are typically cleaved under acidic conditions to reveal carboxylic acids for coupling to amine-bearing ligands or other PROTAC fragments. The resulting carboxylic acids can be used in standard amide-forming conjugation strategies, commonly employing coupling reagents and appropriate bases in polar organic solvents. The PEG backbone generally enhances solubility and reduces steric constraints during assembly, supporting stepwise linker-to-ligand construction.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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