5' Trimethyoxystilbene
5'-Trimethoxystilbene is a terminal aromatic chromophore that can be incorporated at the 5' end of DNA or RNA oligonucleotides during solid-phase synthesis. The trimethoxystilbene group consists of a substituted stilbene framework containing three methoxy substituents, providing unique optical, electronic, and hydrophobic properties that make it valuable for fluorescence-based investigations and nucleic acid research.
The rigid aromatic structure of trimethoxystilbene participates in π-π stacking interactions with adjacent nucleobases, allowing researchers to investigate duplex stability, nucleic acid folding, and molecular recognition. Depending on the experimental environment, the chromophore may exhibit changes in its absorption and fluorescence properties, making it useful as an optical reporter for studying hybridization events and conformational changes.
Unlike conventional fluorescent dyes that are primarily designed for imaging, 5'-Trimethoxystilbene is often selected for its ability to influence and report on the local chemical environment surrounding the oligonucleotide. It has been employed in studies involving fluorescence spectroscopy, energy transfer, nucleic acid interactions, molecular probes, biosensors, and DNA nanotechnology.
Typical applications include:
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Fluorescence spectroscopy
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Hybridization studies
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DNA and RNA structural analysis
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Molecular recognition
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Biosensor development
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DNA nanotechnology
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Aptamer research
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Photophysical studies
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Conformational change monitoring
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Synthetic nucleic acid research
Bio-Synthesis offers 5'-Trimethoxystilbene-modified DNA, RNA, antisense oligonucleotides, aptamers, and other custom oligonucleotides manufactured using optimized solid-phase synthesis. The modification can be combined with numerous additional chemistries, including fluorophores, quenchers, biotin, amino modifiers, thiol modifiers, click chemistry handles, PEG linkers, peptides, GalNAc conjugates, and lipid modifications, enabling multifunctional probe design.
Each modified oligonucleotide is available with optional HPLC or PAGE purification and analytical characterization by LC-MS, MALDI-TOF, UV-Vis spectroscopy, and additional quality control methods appropriate for the project. The combination of aromatic stacking, environmental sensitivity, and compatibility with standard oligonucleotide synthesis makes 5'-Trimethoxystilbene a useful modification for advanced nucleic acid chemistry and biophysical research.
| Property |
Typical Value |
| Modification |
5'-Trimethoxystilbene |
| Modification Type |
Terminal aromatic chromophore |
| Conjugation Site |
5' terminus |
| Chemical Class |
Trimethoxystilbene derivative |
| Optical Properties |
UV-active aromatic chromophore |
| Compatible Oligos |
DNA, RNA, PNA, ASO, siRNA, aptamers |
| Typical Applications |
Photophysical studies, biosensors, hybridization assays, DNA nanotechnology, molecular probes |
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:
- Lakowicz JR. Principles of Fluorescence Spectroscopy. 3rd ed. Springer; 2006.
- Blackburn GM, Gait MJ, Loakes D, Williams DM. Nucleic Acids in Chemistry and Biology. 3rd ed. Royal Society of Chemistry; 2006.
- Hermanson GT. Bioconjugate Techniques. 3rd ed. Academic Press; 2013.
- Recent publications describing stilbene-functionalized oligonucleotides and aromatic chromophore conjugation for nucleic acid sensing and photophysical studies.
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