BCN-PEG2
BCN-PEG2 Oligonucleotide Modification
BCN-PEG2 is a highly efficient bioorthogonal click chemistry modification that combines a strained bicyclo[6.1.0]nonyne (BCN) cyclooctyne with a flexible PEG2 spacer. The BCN moiety reacts rapidly and selectively with azide-functionalized molecules through strain-promoted azide-alkyne cycloaddition (SPAAC), producing stable triazole linkages without requiring a copper catalyst. Because no catalyst is needed, BCN-PEG2 is particularly valuable for conjugating sensitive biomolecules and for biological applications where copper ions may be undesirable.
The PEG2 spacer provides flexibility and hydrophilicity while maintaining a compact overall structure. Compared with BCN directly attached to an oligonucleotide, the PEG2 linker improves accessibility of the reactive BCN group, reduces steric hindrance during conjugation, and can enhance conjugation efficiency with larger biomolecules such as antibodies, proteins, enzymes, nanoparticles, and polymers.
BCN-PEG2 reacts efficiently with a wide variety of azide-containing molecules, including Azido C6, Azido PEG, azide-modified peptides, proteins, fluorescent dyes, lipids, polymers, and nanoparticles. The resulting triazole linkage is chemically stable and compatible with most biological buffers and physiological conditions.
Bio-Synthesis offers custom BCN-PEG2-modified oligonucleotides for DNA, RNA, PNA, LNA, siRNA, antisense oligonucleotides (ASOs), aptamers, molecular beacons, and other synthetic nucleic acids. BCN-PEG2 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, lipids, PEG linkers, peptide conjugates, antibody conjugates, and nanoparticle conjugates.
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-PEG2 modification.
| Property |
Typical Value |
| Modification |
BCN-PEG2 |
| Reactive Group |
BCN (Bicyclo[6.1.0]nonyne) |
| Spacer |
PEG2 |
| 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, nanoparticle functionalization, fluorescent labeling |
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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