
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite | CAS 141684-35-7
| Catalog Number | R10-0007 |
| Category | DNA Stains |
| Molecular Formula | C40H47N6O7P |
| Molecular Weight | 754.83 |
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Product Introduction
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite is a key reagent used in the biomedical industry for the synthesis of modified nucleosides. It is commonly employed in the development of DNA and RNA molecules for research purposes, such as studying DNA-protein interactions or designing gene therapies. Its unique chemical structure enables specific targeting and modulation of gene expression related to certain diseases, providing insights into novel treatment strategies.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Inosine (dI) phosphoramidite;2'-Deoxy-5'-O-DMT-inosine 3'-CE phosphoramidite; DMT-dI Phosphoramidite; 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyinosine 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite] |
| Purity | ≥98% by HPLC |
| IUPAC Name | 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(6-oxo-1H-purin-9-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile |
| SMILES | CC(C)N(C(C)C)P(OCCC#N)OC1CC(OC1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=NC6=C5N=CNC6=O |
| InChI | InChI=1S/C40H47N6O7P/c1-27(2)46(28(3)4)54(51-22-10-21-41)53-34-23-36(45-26-44-37-38(45)42-25-43-39(37)47)52-35(34)24-50-40(29-11-8-7-9-12-29,30-13-17-32(48-5)18-14-30)31-15-19-33(49-6)20-16-31/h7-9,11-20,25-28,34-36H,10,22-24H2,1-6H3,(H,42,43,47)/t34-,35+,36+,54?/m0/s1 |
| InChIKey | ZKGZROFWRPJVEB-XZYUMQGLSA-N |
| Appearance | White to off-white powder |
| Boiling Point | 857.1±65.0°C (Predicted) |
Product Specification
| Storage | Store at -20°C |
Application
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite is a protected nucleoside phosphoramidite building block used for solid-phase oligonucleotide synthesis where inosine-containing motifs are required. The DMT-protected 5'-hydroxyl and CE (2-cyanoethyl) phosphoramidite enable efficient coupling under standard phosphoramidite chemistry, supporting the preparation of modified DNA analogs for fluorescence-based hybridization studies and nucleic-acid probe development.
1. Inosine-Containing Oligonucleotides
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite is commonly incorporated into synthetic DNA oligonucleotides to introduce an inosine base at defined positions. Researchers use inosine-modified strands to tune base-pairing behavior in hybridization assays, enabling controlled probe design for nucleic acid analysis workflows such as target-dependent strand binding experiments and sequence-variant interrogation in research settings.
2. Molecular Beacon Probe Design
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite supports the synthesis of beacon-forming oligonucleotides that include inosine within stem or loop regions. Molecular beacons are widely used in fluorescence monitoring formats where conformational changes regulate reporter emission; incorporating inosine at strategic sites helps researchers explore how base composition influences folding and target-triggered signal behavior in beacon-based nucleic acid assays.
3. Hybridization Assay Oligos
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite is used to build probe and primer analogs for fluorescence hybridization experiments and nucleic acid detection development. In practice, laboratories incorporate inosine-containing segments to examine binding patterns across related sequences, supporting assay optimization for research-grade workflows that rely on controlled strand annealing and fluorescence readouts.
4. Nucleic Acid Aptamer Engineering
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite can be used during the synthesis of nucleic-acid ligands where base composition modulates structure and binding interactions. Chemical biology teams often employ modified oligonucleotides to investigate how inosine incorporation affects folding, target engagement, and assay performance in fluorescence-based binding studies, including experiments where labeled strands report conformational or binding-dependent signal changes.
5. FRET Nucleic Acid Constructs
5'-O-DMT-2'-deoxyinosine 3'-CE phosphoramidite is relevant for constructing labeled oligonucleotides used in FRET-based nucleic acid formats. By enabling site-specific inosine incorporation into donor/acceptor-bearing strands, researchers can evaluate how sequence-dependent hybridization geometry influences proximity-driven fluorescence energy transfer, supporting probe development for real-time monitoring of strand interactions.
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