
Long trebler phosphoramidite | CAS 1516489-83-0
| Catalog Number | R10-0009 |
| Category | DNA Stains |
| Molecular Formula | C89H107N2O15P |
| Molecular Weight | 1475.78 |
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Product Introduction
Long trebler phosphoramidite is a branching reagent for oligonucleotide synthesis allowing to synthesize branched DNA structures using a standard DNA synthesizer.After the condensation of the trebler, three DNA branches begin to grow simultaneously with each step of the synthesis. Deblock of this construct gives rise to DNA containing a branching point. One arm (stem) is attached to the branch point with its 5'-end, and other arms (branches) are attached with their 3'-ends. Reverse amidites can be used to prepare constructs with different branch orientations. Repetitive condensations of trebler results in formation of DNA dendrimers.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Phosphoramidous acid, N,N-bis(1-methylethyl)-, 3-[3-[3-[bis(4-methoxyphenyl)phenylmethoxy]propoxy]-2,2-bis[[3-[bis(4-methoxyphenyl)phenylmethoxy]propoxy]methyl]propoxy]propyl 2-cyanoethyl ester; 3-[3-[3-[Bis(4-methoxyphenyl)phenylmethoxy]propoxy]-2,2-bis[[3-[bis(4-methoxyphenyl)phenylmethoxy]propoxy]methyl]propoxy]propyl 2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite; Tris-2,2,2-[3-(4,4'-dimethoxytrityloxy)propyloxymethyl]methyleneoxypropyl-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite |
| Purity | NMR 1H, 31P, HPLC-MS (95%) |
| IUPAC Name | 3-[3-[3-[3-[bis(4-methoxyphenyl)-phenylmethoxy]propoxy]-2,2-bis[3-[bis(4-methoxyphenyl)-phenylmethoxy]propoxymethyl]propoxy]propoxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile |
| SMILES | CC(C)N(C(C)C)P(OCCCOCC(COCCCOC(C1=CC=CC=C1)(C2=CC=C(C=C2)OC)C3=CC=C(C=C3)OC)(COCCCOC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)COCCCOC(C7=CC=CC=C7)(C8=CC=C(C=C8)OC)C9=CC=C(C=C9)OC)OCCC#N |
| InChI | InChI=1S/C89H107N2O15P/c1-69(2)91(70(3)4)107(105-63-20-55-90)106-64-24-59-101-68-86(65-98-56-21-60-102-87(71-25-14-11-15-26-71,74-31-43-80(92-5)44-32-74)75-33-45-81(93-6)46-34-75,66-99-57-22-61-103-88(72-27-16-12-17-28-72,76-35-47-82(94-7)48-36-76)77-37-49-83(95-8)50-38-77)67-100-58-23-62-104-89(73-29-18-13-19-30-73,78-39-51-84(96-9)52-40-78)79-41-53-85(97-10)54-42-79/h11-19,25-54,69-70H,20-24,56-68H2,1-10H3 |
| InChIKey | GLIQPXBAWPTSHZ-UHFFFAOYSA-N |
| Solubility | soluble in acetonitrile, dichloromethane |
| Appearance | viscous yellowish oil |
Product Specification
| Storage | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 2 weeks. Avoid prolonged exposure to light. Desiccate. |
Application
Long trebler phosphoramidite is a nucleic-acid building block used in oligonucleotide synthesis workflows to introduce a "long trebler" labeling motif that supports downstream fluorescent or affinity-tagging strategies. In fluorescence and chemical biology programs, phosphoramidite-derived modifications are routinely incorporated during solid-phase DNA/RNA assembly to generate defined, site-specific conjugation handles for probe construction, imaging reagent development, and assay reagent optimization.
1. Oligonucleotide Conjugation Handles
Long trebler phosphoramidite is used by oligonucleotide chemists to install a defined modification site during automated DNA or RNA synthesis, enabling subsequent attachment of fluorophores, quenchers, or other reporter groups through standard post-synthetic conjugation chemistries. Researchers commonly employ these modified oligos to build labeled probes for fluorescence imaging experiments, hybridization-based readouts, and nucleic-acid tracking studies where controlled labeling density and positional control are important.
2. Molecular Beacon Probe Design
Long trebler phosphoramidite supports the construction of molecular beacons and related nucleic-acid fluorescence switches by providing an engineered oligonucleotide architecture that can be carried into the final beacon format during synthesis. In typical beacon workflows, the modified oligo is paired with an appropriate fluorophore and quencher arrangement to enable target-dependent fluorescence changes, which is widely used in nucleic-acid analysis and real-time fluorescence assay development.
3. FRET Nucleic Acid Assays
Long trebler phosphoramidite is incorporated into oligonucleotide scaffolds used to create FRET-based nucleic-acid assay reagents, where distance- and geometry-dependent energy transfer between a donor fluorophore and an acceptor/quencher reporter governs the fluorescence response. Chemical biology teams use these constructs to develop fluorescence readouts for nucleic-acid hybridization workflows, probe optimization studies, and multiplex-compatible assay formats that rely on robust reporter placement within the oligonucleotide sequence context.
4. Fluorescent Probe Construction
Long trebler phosphoramidite is leveraged in fluorescent probe development to generate sequence-defined, functionalized oligonucleotides that serve as platforms for multicomponent labeling, including dye conjugation and secondary reagent attachment. This approach is frequently used in microscopy and fluorescence-based biomolecular assays where researchers need reproducible probe architectures for imaging reagents, binding studies, and assay reagents that require consistent labeling positions across probe lots.
Computed Properties
| XLogP3 | 15.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 49 |
| Exact Mass | 1474.74090771 g/mol |
| Monoisotopic Mass | 1474.74090771 g/mol |
| Topological Polar Surface Area | 166Ų |
| Heavy Atom Count | 107 |
| Formal Charge | 0 |
| Complexity | 2050 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2021155926-A1 | siRNAs WITH AT LEAST TWO LIGANDS AT DIFFERENT ENDS | 2018-04-05 |
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