Name: endo-BCN-PEG2-alcohol
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

95%

Solubility

Water, DMSO, DCM, DMF

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

9-bicyclo[6.1.0]non-4-ynylmethyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]carbamate

Synonyms

bicyclo[6.1.0]non-4-yn-9-ylmethyl (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)carbamate; endo-BCN-PEG2-OH; endo-BCN-PEG2-Hydroxy; {bicyclo[6.1.0]non-4-yn-9-yl}methyl N-{2-[2-(2-hydroxyethoxy)ethoxy]ethyl}carbamate; 9-bicyclo[6.1.0]non-4-ynylmethyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]carbamate

InChI Key

PEXDOIHAKXYTET-UHFFFAOYSA-N

InChI

InChI=1S/C17H27NO5/c19-8-10-22-12-11-21-9-7-18-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16,19H,3-13H2,(H,18,20)

SMILES

C1CC2C(C2COC(=O)NCCOCCOCCO)CCC#C1

endo-BCN-PEG2-alcohol is a BCN-functionalized, polyethylene glycol–based linker designed for bioorthogonal conjugation workflows commonly used in PROTAC assembly. Its endo-bicyclononyne (BCN) handle enables strain-promoted azide–alkyne cycloaddition with azide-bearing ligands, while the PEG spacer supports solubility and tunable linker length for efficient ternary complex formation. The alcohol terminus provides a convenient functional outlet for downstream coupling strategies. Detailed structural and reactivity considerations are provided below.

Structure: The molecule combines an endo-BCN cyclooctyne core with a short PEG spacer and a terminal alcohol. It contains strained alkyne functionality for rapid cycloaddition, ether linkages within the PEG chain, and an alcohol group capable of further derivatization. Overall, it is a flexible, hydrophilic linker.

Reactivity: BCN linkers typically react via strain-promoted azide–alkyne cycloaddition under mild, catalyst-free conditions, making them compatible with sensitive protein-ligand conjugation steps. Suitable reaction media are aqueous buffers or mixed aqueous/organic solvents that maintain azide stability and solubility of the components. The alcohol handle can be used for standard functional group transformations or coupling to PROTAC-building blocks, following established linker-derivatization protocols.

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* 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