Biotin-PEG8-acid

 CAS No.: 2143964-62-7  Cat No.: BP-501575 4.5  

Biotin-PEG8-acid is a heterobifunctional PROTAC linker featuring a biotin moiety connected through an eight-unit polyethylene glycol (PEG) spacer to a terminal carboxylic acid. The PEG chain provides a hydrophilic, flexible, and protease-resistant distance element that can reduce steric interference between the biotin handle and the protein-binding or reactive partner, while the terminal acid enables straightforward conjugation strategies such as amide coupling to activated amines or incorporation into linker architectures via carboxyl-activated intermediates. In targeted protein degradation workflows, this linker is valuable as a modular attachment component that can tether PROTAC-related constructs to biotin-binding systems (e.g., streptavidin or biotinylated capture reagents) for controlled assembly, purification, or immobilization during screening and mechanistic studies. Its long, flexible spacer and defined functional group make it useful for optimizing conjugation geometry and improving experimental handling in degradation research.

Biotin-PEG8-acid

Structure of 2143964-62-7

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PROTAC Linker
Molecular Formula
C₂₉H₅₃N₃O₁₂S
Molecular Weight
667.81

* 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-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
MPJWZTARMHIZLN-VBOOUTDYSA-N
InChI
InChI=1S/C29H53N3O12S/c33-26(4-2-1-3-25-28-24(23-45-25)31-29(36)32-28)30-6-8-38-10-12-40-14-16-42-18-20-44-22-21-43-19-17-41-15-13-39-11-9-37-7-5-27(34)35/h24-25,28H,1-23H2,(H,30,33)(H,34,35)(H2,31,32,36)/t24-,25-,28-/m0/s1
SMILES
C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O)NC(=O)N2

Biotin-PEG8-acid is a polyethylene glycol (PEG) based PROTAC linker designed to connect targeting ligands to E3 ligase recruiters while providing hydrophilicity and conformational flexibility that can improve productive ternary complex formation. Its carboxylic acid functionality enables robust conjugation strategies commonly used in targeted protein degradation workflows. The structure and reactivity considerations for constructing PROTACs with this linker are described in detail below.

Structure: The linker comprises a PEG chain terminated by a carboxylic acid and incorporating a biotin-derived recognition element. It contains ether linkages along the PEG backbone, with a terminal carboxyl group capable of forming amide or ester derivatives. Overall, it is highly polar and water-compatible, supporting solubility and reduced nonspecific interactions.

Reactivity: The carboxylic acid group is typically activated for coupling to amine-bearing ligands via standard peptide-coupling chemistries, such as carbodiimide-based activation with an appropriate coupling additive. Reactions are generally performed under controlled pH and inert or low-moisture conditions to minimize side reactions. Suitable solvents include polar aprotic media commonly used for amide bond formation, and the mechanism proceeds through an activated ester intermediate that is then attacked by a nucleophilic amine.

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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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