N-(Biotin-PEG4)-N-bis(PEG4-acid)

 CAS No.: 2112731-48-1  Cat No.: BP-500938 4.5  

N-(Biotin-PEG4)-N-bis(PEG4-acid) is a biotin-functionalized, multi–poly(ethylene glycol) (PEG) linker designed for modular conjugation in targeted protein degradation constructs. Structurally, it comprises a biotin moiety connected through a PEG4 spacer to a central amine, which is further substituted with two PEG4-acid arms, providing three PEG segments and terminal carboxylic acid functionality for controlled attachment chemistry. In PROTAC design, such linkers serve as solubilizing and distance-regulating elements that can tune the effective geometry between a targeting ligand (e.g., for a POI) and an E3 ligase-binding ligand, while the biotin handle enables affinity-based capture or surface immobilization during workflow steps. The PEGylated, acid-bearing architecture supports aqueous compatibility and facilitates subsequent coupling to activated ligands or PROTAC scaffolds via standard amide-forming or related conjugation strategies. This makes the reagent valuable for researchers optimizing linker length, conjugation efficiency, and assay handling in targeted degradation studies.

N-(Biotin-PEG4)-N-bis(PEG4-acid)

Structure of 2112731-48-1

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PROTAC Linker
Molecular Formula
C₄₂H₇₈N₄O₁₈S
Molecular Weight
959.15

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

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IUPACName
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-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
JCZOMFDURQUNGJ-VJZJJTPSSA-N
InChI
InChI=1S/C42H78N4O18S/c47-38(4-2-1-3-37-41-36(35-65-37)44-42(52)45-41)43-7-13-55-19-25-61-31-34-64-28-22-58-16-10-46(8-14-56-20-26-62-32-29-59-23-17-53-11-5-39(48)49)9-15-57-21-27-63-33-30-60-24-18-54-12-6-40(50)51/h36-37,41H,1-35H2,(H,43,47)(H,48,49)(H,50,51)(H2,44,45,52)/t36-,37-,41-/m0/s1
SMILES
C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCN(CCOCCOCCOCCOCCC(=O)O)CCOCCOCCOCCOCCC(=O)O)NC(=O)N2

This biotin-functionalized, PEG-based linker is designed to integrate solubility-enhancing polyethylene glycol segments with a versatile biotin handle for affinity-guided workflows in targeted protein degradation. Its flexible, hydrophilic architecture supports productive ternary-complex formation in PROTAC systems and can improve handling characteristics during synthesis and downstream assays. The detailed structural and reactivity considerations for constructing PROTAC conjugates using this linker are provided below.

Structure: The molecule contains a biotin moiety connected through a PEG spacer, alongside multiple PEG4-acid termini. It is dominated by ether linkages within the PEG chains, with carboxylic acid functionality enabling stable amide or ester-forming conjugations. Overall, it is highly polar and conformationally flexible, promoting aqueous solubility.

Reactivity: The carboxylic acid groups are suitable for standard PROTAC linker coupling via amide bond formation to amine-bearing ligands, typically using peptide-coupling chemistries. Common approaches employ activating reagents such as carbodiimides with coupling additives, or acid-activated intermediates, in polar aprotic solvents under controlled pH. Mechanistically, activation of the acid promotes nucleophilic substitution by an amine to yield robust amide linkages, while PEG ether segments remain inert under mild coupling conditions.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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