Name: endo-BCN-PEG3-acid
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

3-[2-[2-[2-(9-bicyclo[6.1.0]non-4-ynylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]propanoic acid

Synonyms

1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid; 3-[2-[2-[2-(9-bicyclo[6.1.0]non-4-ynylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]propanoic acid; 3-{2-[2-(2-{[({bicyclo[6.1.0]non-4-yn-9-yl}methoxy)carbonyl]amino}ethoxy)ethoxy]ethoxy}propanoic acid

InChI Key

NRDCHHRLBMBFHZ-UHFFFAOYSA-N

InChI

InChI=1S/C20H31NO7/c22-19(23)7-9-25-11-13-27-14-12-26-10-8-21-20(24)28-15-18-16-5-3-1-2-4-6-17(16)18/h16-18H,3-15H2,(H,21,24)(H,22,23)

SMILES

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

Endo-BCN-PEG3-acid is a PEG-based PROTAC linker designed to connect targeting ligands through a strained bicyclononyne (BCN) handle and a terminal carboxylic acid for subsequent conjugation. Its flexible ethylene glycol spacer supports productive ternary complex formation, while the BCN moiety enables efficient bioorthogonal coupling in PROTAC assembly workflows. The structure and reactivity considerations for constructing PROTACs with this linker are described in detail below.

Structure: The linker comprises a BCN functional group attached to a short, flexible PEG chain terminating in a carboxylic acid. It features strained cycloalkyne chemistry, ether linkages within the PEG segment, and a terminal carboxyl group for derivatization. Overall, it is amphiphilic and suitable for solubilizing conjugates.

Reactivity: The BCN unit is commonly used in strain-promoted azide–alkyne cycloaddition with azide-bearing partners under catalyst-free conditions, typically in aqueous or mixed aqueous/organic buffers. The PEG spacer can improve reaction kinetics and solubility of intermediates. The carboxylic acid enables standard amide or ester formation using coupling reagents and appropriate bases, allowing modular attachment to targeting ligands or scaffold components.

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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