BCN-PEG4
BCN-PEG4 Oligonucleotide Modification
BCN-PEG4 is a highly versatile bioorthogonal click chemistry modification designed for efficient conjugation of oligonucleotides to a wide range of biomolecules under mild, catalyst-free conditions. The modification combines a strained bicyclo[6.1.0]nonyne (BCN) cyclooctyne with a PEG4 (tetraethylene glycol) spacer, providing an excellent balance between compact size, molecular flexibility, and aqueous solubility.
The BCN group reacts rapidly and selectively with azide-functionalized molecules through strain-promoted azide-alkyne cycloaddition (SPAAC), producing a stable triazole linkage without requiring copper catalysis. This copper-free reaction avoids metal-induced damage to sensitive nucleic acids, proteins, antibodies, and living cells, making BCN-PEG4 particularly valuable for biological and therapeutic applications.
Compared with BCN, BCN-PEG2, and BCN-PEG3, the PEG4 spacer provides additional separation between the oligonucleotide and the conjugated molecule. This increased spacing can improve accessibility of the reactive BCN group, reduce steric hindrance during conjugation, enhance reaction efficiency with large biomolecules, and improve hybridization performance after conjugation. The hydrophilic PEG4 linker also helps minimize nonspecific interactions while maintaining excellent water solubility.
BCN-PEG4 reacts efficiently with a broad range of azide-containing molecules, including Azido C6, Azido PEG linkers, azide-modified peptides, proteins, fluorescent dyes, lipids, glycans, polymers, nanoparticles, and other functional biomolecules. The resulting triazole linkage is chemically stable and compatible with most physiological buffers and biological systems.
Bio-Synthesis offers custom BCN-PEG4-modified oligonucleotides for DNA, RNA, PNA, LNA, siRNA, antisense oligonucleotides (ASOs), aptamers, molecular beacons, CRISPR guide RNAs, and other synthetic nucleic acids. BCN-PEG4 may be incorporated at the 5′ terminus, 3′ terminus, or selected internal positions and is compatible with numerous additional modifications including fluorophores, quenchers, biotin, thiol modifiers, amino modifiers, GalNAc, cholesterol, PEG linkers, peptide conjugates, antibody conjugates, lipid conjugates, nanoparticles, and other custom functional groups.
Typical applications include:
- Copper-free SPAAC click chemistry
- Antibody-oligonucleotide conjugates (AOCs)
- Protein-oligonucleotide conjugates
- Peptide conjugation
- Fluorescent dye conjugation
- Nanoparticle functionalization
- Aptamer conjugation
- DNA nanotechnology
- Cell surface labeling
- Therapeutic oligonucleotide research
Each modified oligonucleotide is synthesized using high-quality solid-phase phosphoramidite chemistry and is available with optional HPLC or PAGE purification. Comprehensive analytical characterization includes HPLC, LC-MS, MALDI-TOF, UV spectroscopy, and additional quality control testing to verify sequence identity, purity, and successful incorporation of the BCN-PEG4 modification.
| Property |
Typical Value |
| Modification |
BCN-PEG4 |
| Reactive Group |
BCN (Bicyclo[6.1.0]nonyne) |
| Spacer |
PEG4 (Tetraethylene glycol) |
| Click Chemistry |
SPAAC (Copper-free) |
| Reaction Partner |
Azide-functionalized molecules |
| Catalyst Required |
None |
| Typical Attachment |
5′ end, 3′ end, or internal modification |
| Compatible Oligos |
DNA, RNA, PNA, LNA, siRNA, ASO, Aptamers |
| Typical Applications |
SPAAC conjugation, protein conjugation, antibody conjugation, fluorescent labeling, nanoparticle functionalization |
Product Information
-20°C To -70°C
Oligonucleotides are stable in solution at 4°C for up to 2 weeks. Properly reconstituted material stored at -20°C should be stable for at least 6 months. Dried DNA (when kept at -20°C) in a nuclease-free environment should be stable for years.
References/Citations:
- Jewett JC, Bertozzi CR. Cu-free click cycloaddition reactions in chemical biology. Chemical Society Reviews. 2010;39:1272-1279. DOI: 10.1039/B901970G
- Dommerholt J, Rutjes FPJT, van Delft FL. Strain-promoted 1,3-dipolar cycloaddition of cycloalkynes and organic azides. Topics in Current Chemistry. 2016;374:16. DOI: 10.1007/s41061-016-0039-6
- Sletten EM, Bertozzi CR. Bioorthogonal chemistry: Fishing for selectivity in a sea of functionality. Angewandte Chemie International Edition. 2009;48(38):6974-6998. DOI: 10.1002/anie.200900942
- Hermanson GT. Bioconjugate Techniques. 3rd ed. Academic Press; 2013.
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