Biotin-PEG4-allyl

 CAS No.: 1643661-79-3  Cat No.: BP-500190 4.5  

Biotin-PEG4-allyl is a bifunctional PEG-based linker that combines a biotin affinity handle with a terminal allyl group, separated by a four-unit poly(ethylene glycol) spacer. Structurally, it is designed to provide water solubility and conformational flexibility via the PEG chain while presenting two chemically addressable termini for conjugation. In PROTAC and targeted protein degradation workflows, such linkers are commonly used to tether PROTAC-related constructs to biotin-binding surfaces (e.g., streptavidin-coated materials) for controlled immobilization, enrichment, or assay formatting, while the allyl functionality enables orthogonal attachment to thiol- or radical-mediated coupling partners depending on the chosen chemistries. The PEG spacer helps reduce steric interference and can improve accessibility of the biotin moiety and the conjugation site. This makes Biotin-PEG4-allyl valuable for researchers developing degraders, evaluating linker effects on activity, and building modular platforms for binding, capture, and downstream analytical characterization.

Biotin-PEG4-allyl

Structure of 1643661-79-3

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PROTAC Linker
Molecular Formula
C₂₁H₃₇N₃O₆S
Molecular Weight
459.60

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

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IUPACName
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-(2-prop-2-enoxyethoxy)ethoxy]ethoxy]ethyl]pentanamide
InChI Key
JDYVHCPBZJKHOR-BJLQDIEVSA-N
InChI
InChI=1S/C21H37N3O6S/c1-2-8-27-10-12-29-14-15-30-13-11-28-9-7-22-19(25)6-4-3-5-18-20-17(16-31-18)23-21(26)24-20/h2,17-18,20H,1,3-16H2,(H,22,25)(H2,23,24,26)/t17-,18-,20-/m0/s1
SMILES
C=CCOCCOCCOCCOCCNC(=O)CCCCC1C2C(CS1)NC(=O)N2

Biotin-PEG4-allyl is a PEG-based, biotin-functional linker designed for modular PROTAC construction, enabling efficient conjugation to biotin-binding handles and subsequent attachment to protein-targeting ligands. Its ether-rich, flexible PEG architecture supports productive ternary complex formation by reducing steric constraints, while the allyl terminus provides a chemically addressable site for coupling strategies commonly used in targeted protein degradation workflows. The following points describe the structure and practical reactivity considerations in detail below.

Structure: The linker combines a biotin moiety with a polyethylene glycol chain and an allyl functional group, featuring ether linkages along the PEG backbone and an alkene at the terminal allyl site. This architecture yields high conformational flexibility, good aqueous compatibility, and a chemically stable scaffold suitable for bioconjugation chemistry.

Reactivity: The allyl handle supports allyl-based conjugation approaches such as thiol–ene or related radical-mediated additions, and it can be used as a reactive electrophile/partner depending on the chosen coupling partner. Typical PROTAC linker assembly employs inert-atmosphere handling when radical chemistry is used, with appropriate radical initiators, mild organic solvents, and controlled temperature to preserve sensitive ligands. Reaction design should account for PEG solubility and biotin integrity during coupling and purification.

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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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