BCN-PEG4-hydrazide

 Cat No.: BP-502046 4.5  

BCN-PEG4-hydrazide is a bifunctional polyethylene glycol linker featuring a BCN (bicyclononyne) strained-alkyne handle and a terminal hydrazide for amide-hydrazone chemistry. The PEG4 spacer provides a flexible, water-compatible distance between the reactive groups, helping to reduce steric interference when assembling PROTACs. In targeted protein degradation workflows, the BCN moiety enables rapid strain-promoted azide–alkyne cycloaddition with azide-bearing partners, allowing efficient conjugation to the ligand or scaffold component without copper catalysis. The hydrazide functionality can be used to introduce hydrazone-forming reactivity for coupling strategies or for creating linkages that can be tuned for stability and release under defined experimental conditions. This linker is valuable for researchers seeking modular, aqueous-compatible PROTAC synthesis, enabling controlled spatial presentation of functional groups and facilitating systematic structure–activity studies of linker length and attachment chemistry.

BCN-PEG4-hydrazide

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PROTAC Linker
Molecular Formula
C₂₂H₃₇N₃O₇
Molecular Weight
455.55

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
[(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-[2-[2-(3-hydrazinyl-3-oxopropoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
IYCQJGJIYDHELJ-YOFSQIOKSA-N
InChI
InChI=1S/C22H37N3O7/c23-25-21(26)7-9-28-11-13-30-15-16-31-14-12-29-10-8-24-22(27)32-17-20-18-5-3-1-2-4-6-19(18)20/h18-20H,3-17,23H2,(H,24,27)(H,25,26)/t18-,19+,20?
SMILES
C1CC2C(C2COC(=O)NCCOCCOCCOCCOCCC(=O)NN)CCC#C1

BCN-PEG4-hydrazide is a bifunctional, PEG-based linker designed for constructing PROTACs through hydrazide-mediated coupling to complementary targeting and E3-ligase binding modules. Its BCN (bicyclononyne) functionality enables fast, bioorthogonal strain-promoted reactions under mild conditions, while the PEG spacer improves solubility and provides conformational flexibility to support productive ternary complex formation. The detailed structural and reactivity considerations for linker incorporation are provided below.

Structure: This linker combines a bicyclononyne reactive handle with a hydrazide functional group and a poly(ethylene glycol) spacer. It contains amide and hydrazide linkages, ether-rich PEG segments, and a strained cyclooctyne-like motif. The PEG chain typically enhances aqueous compatibility and reduces aggregation.

Reactivity: BCN-based conjugation proceeds via strain-promoted cycloaddition with appropriate azide-free partners, often used in aqueous buffer systems compatible with biomolecules. The hydrazide group can be employed for hydrazone formation with carbonyl-containing intermediates or for coupling strategies that utilize hydrazide reactivity under controlled pH. Reaction design should prioritize mild, catalyst-free conditions for the BCN step and solvent/buffer selection that preserves linker stability and target-binding integrity.

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L

* Our calculator is based on the following equation:
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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