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BCN-exo-PEG2-NH2

  CAS No.: 1357379-13-5   Cat No.: BADC-01826 4.5  

BCN-exo-PEG2-NH2 is a bicyclononyne-functionalized ADC linker with PEG2 spacer, enabling rapid strain-promoted alkyne-azide cycloaddition (SPAAC) for site-specific antibody conjugation, improving ADC biocompatibility and targeting.

BCN-exo-PEG2-NH2

Structure of 1357379-13-5

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Category
ADC Linker
Molecular Formula
C17H28N2O4
Molecular Weight
324.42

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
BCN-amine; N-(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl-1,8-diamino-3,6-dioxaoctane; endo-BCN-PEG2-NH2; endo-BCN-PEG2-amine
IUPAC Name
[(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]carbamate
Canonical SMILES
C1CC2C(C2COC(=O)NCCOCCOCCN)CCC#C1
InChI
InChI=1S/C17H28N2O4/c18-7-9-21-11-12-22-10-8-19-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16H,3-13,18H2,(H,19,20)/t14-,15+,16?
InChIKey
YZGOWXGENSKDSE-XYPWUTKMSA-N

BCN-exo-PEG2-NH2 is a versatile ADC linker intermediate engineered for precise antibody-drug conjugate (ADC) construction and targeted bioconjugation applications. Featuring a bicyclononyne (BCN) exo moiety and a PEG2 spacer terminating with a primary amine, this linker enables strain-promoted azide-alkyne cycloaddition (SPAAC) for site-specific attachment of ADC cytotoxins to antibodies. The PEG2 spacer enhances solubility, reduces steric hindrance, and allows flexible linker orientation. In ADC linker design, BCN-exo-PEG2-NH2 maintains antibody stability while providing a reactive handle for modular conjugation, supporting efficient intracellular delivery of therapeutic payloads.

In payload conjugation applications, BCN-exo-PEG2-NH2 is compatible with a wide range of ADC cytotoxins, including microtubule inhibitors, DNA-targeting agents, and other potent therapeutic molecules. The BCN group enables bioorthogonal click chemistry with azide-functionalized payloads, facilitating highly selective and reproducible conjugation. The primary amine allows further chemical modifications or coupling to activated carboxyl groups. The PEG2 spacer improves solubility, reduces aggregation, and contributes to favorable pharmacokinetics. Researchers can employ this linker to construct homogeneous, stable ADCs with controlled payload orientation and predictable intracellular release.

From an application perspective, BCN-exo-PEG2-NH2 is widely utilized in oncology-focused ADC research, protein bioconjugation studies, and modular drug delivery system development. Its combination of BCN reactivity, PEG2 flexibility, and primary amine functionality ensures site-specific and versatile conjugation while preserving antibody integrity. Using BCN-exo-PEG2-NH2 in ADC linker design enables the generation of high-performance, customizable linker-payload conjugates that optimize targeted delivery and therapeutic efficacy in modern ADC strategies.

What is BCN-exo-PEG2-NH2 and its application in ADCs?

BCN-exo-PEG2-NH2 is a strained alkyne functionalized linker used for bioorthogonal conjugation in ADCs. It enables rapid and selective click chemistry reactions with azide-modified payloads, facilitating stable and site-specific antibody attachment.

2/6/2017

Could you explain how BCN-exo-PEG2-NH2 improves ADC performance?

BCN-exo-PEG2-NH2 provides a flexible PEG2 spacer that enhances solubility and reduces steric hindrance, improving antibody recognition and circulation half-life while maintaining efficient intracellular delivery of the payload.

5/12/2018

Could you advise which conjugation strategies are compatible with BCN-exo-PEG2-NH2?

This linker is designed for strain-promoted alkyne-azide cycloaddition (SPAAC) reactions, allowing copper-free click chemistry for efficient, biocompatible conjugation to azide-functionalized payloads or biomolecules.

30/9/2019

Dear Sir, what are the storage and stability considerations for BCN-exo-PEG2-NH2?

BCN-exo-PEG2-NH2 should be stored under anhydrous conditions at low temperature, typically -20°C, to preserve the reactive alkyne group. It is stable under neutral pH but sensitive to strong nucleophiles and oxidizing conditions.

16/9/2019

Dear team, what quality assurance and testing information is available for BCN-exo-PEG2-NH2?

BCN-exo-PEG2-NH2 is supplied with analytical data including NMR, mass spectrometry, and HPLC characterization. Certificates of analysis are available upon request, ensuring chemical identity and batch consistency. Standard quality control procedures guarantee suitability for click chemistry and antibody-drug conjugate linker applications.

10/11/2022

— Dr. Sarah Collins, Protein Chemist (USA)

BCN-exo-PEG2-NH2 linker enabled efficient SPAAC click reactions with high yield.

30/9/2019

— Prof. Markus Fischer, Medicinal Chemist (Germany)

PEG2 spacer improved solubility and reduced steric hindrance in conjugation reactions.

10/11/2022

— Dr. Claudia Rossi, ADC Scientist (Italy)

BOC Sciences delivered BCN-exo-PEG2-NH2 with high purity and consistent quality.

16/9/2019

— Ms. Emily Parker, R&D Manager (UK)

Using this linker, we achieved reproducible conjugation with minimal side reactions.

2/6/2017

— Dr. Henrik Larsen, Bioconjugation Specialist (Denmark)

Excellent documentation and support accompanied BCN-exo-PEG2-NH2, ensuring smooth workflow.

— Mr. Felix Johnson, Senior Scientist (France)

The linker’s solubility and reactivity improved high-throughput ADC screening efficiency.

5/12/2018

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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