endo-BCN-PEG3-NH-Boc

 CAS No.: 1807501-84-3  Cat No.: BP-500876  Purity: 95% 4.5  

endo-BCN-PEG3-NH-Boc is a bifunctional, endo-bicyclononyne (BCN)–based PEG linker designed for copper-free strain-promoted azide–alkyne cycloaddition (SPAAC). Structurally, it combines an endo-BCN cyclooctyne warhead with a short, three-unit polyethylene glycol spacer that provides aqueous compatibility and spatial separation between conjugation partners, while the terminal Boc-protected amine enables controlled downstream functionalization or coupling. In PROTAC and targeted degradation workflows, this linker can be used to attach azide-bearing ligands (e.g., E3 ligase binders or target-binding moieties) to BCN-modified components, forming stable triazole-linked conjugates under biocompatible conditions without copper catalysis. Its PEG3 length helps reduce steric hindrance and can improve productive orientation for ternary complex formation. Overall, endo-BCN-PEG3-NH-Boc is valuable for assembling modular PROTACs and related degraders with reliable, chemoselective conjugation and tunable linker geometry for structure–activity studies.

endo-BCN-PEG3-NH-Boc

Structure of 1807501-84-3

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Category
PROTAC Linker
Molecular Formula
C₂₄H₄₀N₂O₇
Molecular Weight
468.58

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

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Purity
95%
Solubility
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
tert-butyl N-[2-[2-[2-[2-(9-bicyclo[6.1.0]non-4-ynylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
endo-BCN-PEG3-Boc-amine
InChI Key
TUOLXDJYWZRBJY-UHFFFAOYSA-N
InChI
InChI=1S/C24H40N2O7/c1-24(2,3)33-23(28)26-11-13-30-15-17-31-16-14-29-12-10-25-22(27)32-18-21-19-8-6-4-5-7-9-20(19)21/h19-21H,6-18H2,1-3H3,(H,25,27)(H,26,28)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCNC(=O)OCC1C2C1CCC#CCC2

endo-BCN-PEG3-NH-Boc, is designed to connect a bioorthogonal BCN (bicyclononyne) handle to a PEG-based spacer while providing a protected amine for controlled functionalization. Its combination of a strain-promoted cycloaddition motif and a flexible hydrophilic tether supports efficient conjugation strategies and can improve solubility and linker accessibility in targeted protein degradation workflows. The

Structure: The linker incorporates an endo-oriented bicyclononyne core for strain-promoted reactivity, coupled to a polyethylene glycol spacer that imparts flexibility and hydrophilicity. An amide-adjacent protected amine (Boc) enables orthogonal downstream derivatization. Multiple carbon–carbon and carbon–nitrogen bonds define a stable, non-labile scaffold suitable for bioconjugation.

Reactivity: BCN-based PROTAC assembly typically relies on strain-promoted azide–alkyne cycloaddition principles, proceeding without external catalysts under mild conditions. For Boc-handling steps, deprotection is commonly performed using acid-mediated conditions to reveal a free amine for subsequent coupling. Conjugation reactions are generally conducted in compatible aqueous or mixed solvent systems, with base or coupling reagents selected according to the intended amide/urea formation chemistry.

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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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