Bromohexyl Amidite Modifier
Bromohexyl amidite, commonly supplied as 5′-Bromohexyl Phosphoramidite or 6-Bromohexyl Phosphoramidite, is a specialized oligonucleotide synthesis reagent used to introduce a terminal alkyl bromide functional group. During solid-phase oligonucleotide synthesis, the phosphoramidite is typically added in the final coupling cycle to install a 6-bromohexyl linker at the 5′ terminus.
The 6-carbon spacer provides flexible separation between the oligonucleotide and the reactive bromide group. This distance can improve accessibility for post-synthetic chemistry while reducing steric interference between the nucleic acid and the attached functional group or conjugate.
The major value of Bromohexyl amidite is its ability to act as a chemical precursor to azide-modified oligonucleotides. After incorporation, the bromide can be displaced by sodium azide, generating a 5′-azidohexyl oligonucleotide that is suitable for CuAAC click chemistry, SPAAC copper-free click chemistry, and other azide-based conjugation strategies. This approach is commonly used when direct azide amidite incorporation is not preferred or when a post-synthetic azide conversion workflow is desired.
Bio-Synthesis offers custom Bromohexyl amidite-modified oligonucleotides for DNA, RNA, probes, aptamers, antisense oligonucleotides, siRNA-related research constructs, and other custom nucleic acid formats. The modification is especially useful for customers developing click-ready oligonucleotides, functionalized probes, surface-immobilized oligos, affinity capture reagents, crosslinking substrates, and custom bioconjugates.
Typical applications include:
- 5′ azide oligonucleotide preparation
- Click chemistry precursor design
- CuAAC conjugation
- SPAAC copper-free click chemistry after azide conversion
- Fluorescent dye conjugation
- Biotin or affinity tag conjugation
- Surface immobilization
- Crosslinking and affinity labeling
- DNA nanotechnology
- Custom post-synthetic oligonucleotide functionalization
Typical Specifications
| Property |
Specification |
| Modification |
Bromohexyl Amidite / 5′-Bromohexyl Phosphoramidite |
| Functional Group |
Terminal alkyl bromide |
| Spacer |
Hexyl C6 linker |
| Typical Placement |
5′ terminus |
| Primary Use |
Reactive handle for post-synthetic conversion or conjugation |
| Common Conversion |
Conversion to 5′-azidohexyl oligonucleotide using sodium azide |
| Compatible Oligonucleotides |
DNA, RNA, probes, aptamers, custom modified oligonucleotides |
| Typical Applications |
Azide conversion, click chemistry, dye labeling, biotinylation, surface immobilization, crosslinking, affinity labeling |
Research Use Only (RUO): Bromohexyl amidite-modified oligonucleotides are supplied for research applications unless otherwise specified.
Product Information
Bromohexyl Amidite Modifier
Halogen / Alkyl Halide Modifications
-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:
-
Glen Research.
5′-Bromohexyl Phosphoramidite.
Product information and technical description.
View product page
-
Lietard J, Meyer A, Vasseur JJ, Morvan F.
New strategies for the synthesis of azido-modified oligonucleotides.
Tetrahedron Letters. 2007;48:8795-8798.
-
Hermanson GT.
Bioconjugate Techniques.
3rd ed. Academic Press; 2013.
-
Beaucage SL, Iyer RP.
Advances in the synthesis of oligonucleotides by the phosphoramidite approach.
Tetrahedron. 1992;48:2223-2311.
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