endo-BCN-PEG4-acid

 CAS No.: 1421932-54-8  Cat No.: BP-500992  Purity: 95% 4.5  

Endo-BCN-PEG4-acid is a BCN (bicyclononyne)–functionalized, terminal carboxylic acid polyethylene glycol linker designed for bioorthogonal conjugation in targeted protein degradation workflows. Structurally, it combines a strained cyclooctyne “click” handle with a short, flexible PEG4 spacer that improves solubility and reduces steric interference between the degradation payload and the reactive partner. In PROTAC construction, the BCN moiety enables rapid strain-promoted azide–alkyne cycloaddition with azide-bearing ligands or intermediate modules, while the carboxylic acid provides a convenient site for amide coupling or other conjugation strategies to attach the linker to a warhead, targeting ligand, or scaffold. This linker is therefore valuable for assembling modular PROTACs and related degraders under mild conditions, facilitating systematic structure–activity studies by allowing controlled placement of the reactive connection and tuning of linker length and hydrophilicity to optimize ternary complex formation and degradation efficacy.

endo-BCN-PEG4-acid

Structure of 1421932-54-8

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Category
PROTAC Linker
Molecular Formula
C₂₂H₃₅NO₈
Molecular Weight
441.52
Appearance
Colorless oil

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

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Purity
95%
Solubility
DCM, THF, Acetonitrile, DMF and DMSO
Appearance
Colorless oil
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-[2-(9-bicyclo[6.1.0]non-4-ynylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
BCN-PEG4-acid (exo)
InChI Key
MOPSTLKSTPBGBX-UHFFFAOYSA-N
InChI
InChI=1S/C22H35NO8/c24-21(25)7-9-27-11-13-29-15-16-30-14-12-28-10-8-23-22(26)31-17-20-18-5-3-1-2-4-6-19(18)20/h18-20H,3-17H2,(H,23,26)(H,24,25)
SMILES
C1CC2C(C2COC(=O)NCCOCCOCCOCCOCCC(=O)O)CCC#C1

Endo-BCN-PEG4-acid is a BCN-functionalized, PEG-based carboxylic acid linker designed to support modular assembly of PROTACs for targeted protein degradation. Its strained bicyclononyne (BCN) handle enables bioorthogonal conjugation, while the PEG spacer helps tune solubility and the effective reach between binding elements. This product is well suited for researchers seeking reliable linker chemistry to construct degraders; detailed structure and reactivity considerations are provided below.

Structure: The linker contains a BCN moiety for strain-promoted cycloaddition and a PEG chain that provides a flexible, hydrophilic spacer. A terminal carboxylic acid offers a defined functional group for coupling chemistry. Overall, it features stable covalent bonds, including aromatic/alkenyl components within the BCN framework.

Reactivity: BCN linkers typically react via strain-promoted azide–alkyne cycloaddition with azide-bearing partners under catalyst-free conditions. For PROTAC assembly, the carboxylic acid can be activated for amide or ester formation to connect to amine- or alcohol-functional ligands. Common approaches use carbodiimide or similar activators in polar aprotic or buffered aqueous media, with temperature and pH adjusted to preserve sensitive binding motifs.

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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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Historical Records: Bis-Biotin-PEG23 | PEG7-O-Ms | 1-Bromo-6-chlorohexane | Azido-PEG23-amine | DSPE-PEG8-Mal | Acid-C1-PEG5-Boc | Pyrene-amido-PEG4-CH2CH2COOH | m-PEG2-amido-Ph-NH2 | Boc-PEG4-methyl propionate | Propargyl-PEG10-amine | endo-BCN-PEG4-acid

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