BCN-PEG
BCN-PEG8 is an advanced bioorthogonal click chemistry modification designed for efficient conjugation of oligonucleotides to biomolecules under mild, catalyst-free conditions. The modification combines a highly reactive bicyclo[6.1.0]nonyne (BCN) cyclooctyne with an extended PEG8 (octaethylene glycol) spacer, providing increased flexibility, enhanced water solubility, and greater separation between the oligonucleotide and its conjugated payload.
The BCN group reacts rapidly and selectively with azide-functionalized molecules through strain-promoted azide-alkyne cycloaddition (SPAAC), forming a stable triazole linkage without the need for copper catalysis. Because copper ions can damage nucleic acids and proteins or interfere with biological systems, BCN-PEG8 is particularly well suited for sensitive biological samples, live-cell applications, and therapeutic conjugates.
Compared with BCN, BCN-PEG2, BCN-PEG3, and BCN-PEG4, the PEG8 spacer provides significantly greater separation between the oligonucleotide and the attached biomolecule. This longer hydrophilic linker reduces steric hindrance, improves accessibility of the BCN group, enhances conjugation efficiency with large proteins and antibodies, and can improve hybridization performance by distancing bulky payloads from the nucleic acid sequence.
BCN-PEG8 reacts efficiently with numerous azide-containing molecules, including Azido C6, Azido PEG linkers, azide-modified peptides, proteins, antibodies, fluorescent dyes, lipids, glycans, polymers, drug molecules, and nanoparticles. The resulting triazole linkage is chemically robust and stable under physiological conditions, making BCN-PEG8 an excellent choice for both in vitro and in vivo research applications.
Bio-Synthesis offers custom BCN-PEG8-modified oligonucleotides for DNA, RNA, PNA, LNA, siRNA, antisense oligonucleotides (ASOs), aptamers, molecular beacons, CRISPR guide RNAs, and other synthetic nucleic acids. BCN-PEG8 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, polymers, and nanoparticles.
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-PEG8 modification.
| Property |
Typical Value |
| Modification |
BCN-PEG8 |
| Reactive Group |
BCN (Bicyclo[6.1.0]nonyne) |
| Spacer |
PEG8 (Octaethylene 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, antibody conjugation, protein conjugation, fluorescent labeling, nanoparticle functionalization |
Product Information
Copper-free click chemistry
-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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