Typically, nucleotide modification is achieved by halogenation at the base of a nucleoside or nucleotide to change its chemical structure and properties. In this step, halogen atoms, such as bromine or iodine, are introduced onto the bases of nucleosides or nucleotides to form halogenated groups. Such modifications change the charge distribution, chemical properties, and spatial distribution of the bases. A common method is to use a specific reagent, such as iodic acid or trichloroacetic acid, to react with the base to form a halogenated compound. Base-based halogenation modification has a wide range of applications in DNA sequencing, DNA methylation analysis, and DNA modification studies. Modifying the properties of these molecules can help scientists better understand the functional mechanisms of these molecules in biological processes such as gene expression and protein synthesis. In addition, it can be used to explore and study the role of disease-related genes and to develop novel drugs.
Our expertise in base-based halogenation is built upon a foundation of cutting-edge synthetic chemistry and enzymatic biocatalysis. We employ a dual-pronged technological approach to achieve high-purity, site-specific halogenation.
The cornerstone of our service involves highly controlled chemical reactions, such as the use of N-halosuccinimides, to introduce halogens onto the base moiety of nucleoside and nucleotide precursors. This method offers unparalleled versatility and precision, allowing for the halogenation of various purine and pyrimidine bases with a high degree of regioselectivity. The process is meticulously optimized to ensure efficient halogen incorporation while preserving the integrity of the nucleoside structure.
In addition to chemical methods, we harness the power of engineered enzymes for late-stage modifications. This biocatalytic approach allows for the highly specific and stereoselective halogenation of complex substrates, offering a sustainable and efficient alternative to traditional chemical routes. Our proprietary enzymatic systems are tailored to install halogen atoms at unactivated sites, providing a powerful tool for rapid diversification of compound libraries and overcoming synthetic challenges.
CD BioGlyco has established a Glyco™ Synthesis Platform to provide Custom Sugar-nucleotides Synthesis services to our clients. We provide not only an Oligonucleotide Modification Service but also Nucleoside & Nucleotide Modification Service. We have advanced synthesis instruments and experienced technicians to ensure the quality of base-based halogenation modification. The details of our experiments are as follows:
Nucleosides or nucleotides containing the target bases are prepared for modification.
Protecting groups are introduced at specific base sites to prevent unwanted side reactions during halogenation.
Halogen compounds (e.g., bromoacetyl, sulfonyl bromide) react with the protected nucleosides/nucleotides in appropriate solvents at controlled (lower) temperatures to introduce halogen atoms (e.g., Br, I) onto specific sites of the base.
The stereoselectivity of the halogen substitution is controlled, often using chiral ligands or selective catalysts, to achieve the desired configuration as specified by the client.
The protecting groups added in step 2 are removed from the halogenated product.
The final halogenated nucleoside/nucleotide product is purified and characterized to confirm its identity, purity, and structure.
DOI.: 10.1039/d5cb00077g
Journal: RSC Chemical Biology
IF: 3.1
Published: 2025
Results: This comprehensive review systematically examines the role of halogenation in nucleic acids, emphasizing its dual significance in structural biology and supramolecular chemistry. The authors explore how incorporating halogens (Br, I) into DNA/RNA bases—historically used for crystallographic studies—fundamentally alters nucleic acid stability, conformation, and molecular recognition. Key findings reveal that halogen atoms participate in non-covalent halogen bonding (HalB), which stabilizes non-canonical structures (e.g., Z-DNA, G-quadruplexes) and modulates protein-nucleic acid interactions. The review critically analyzes halogenation-induced DNA damage (e.g., 5-halocytosine, 8-haloguanine) during inflammation, linking it to mutagenesis and cancer progression. Additionally, the authors highlight HalB's utility in designing supramolecular assemblies and propose halogenated peptide nucleic acids (PNAs) as novel tools for sequence-specific recognition. By integrating experimental and computational insights, this work underscores halogen bonding as a pivotal force in nucleic acid chemistry, offering strategies for therapeutic development and structural engineering.
Our base-based halogenation modification enables precise halogen introductions (F, Cl, Br, I) to optimize nucleic acid stability, binding specificity, and metabolic resilience for applications like aptamer engineering or antisense therapeutics. To extend this atomic-level precision into functional glycan interaction mapping, we offer Glycomics Profiling with Microarray—a multiplexed platform for high-throughput interrogation of glycan-mediated interactions across biological systems. This technology decodes glycan-binding specificities through:
CD BioGlyco focuses on providing high-quality base-based halogenation modification services for nucleosides and nucleotides. Through precise synthetic processes and advanced technology, we selectively achieve base halogenation modification and provide custom solutions for our clients. If you are interested in our services, please feel free to contact us for more details.
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