
TAMRA phosphoramidite, 5-isomer
| Catalog Number | A19-0095 |
| Category | DNA Stains |
| Molecular Formula | C40H50N5O6P |
| Molecular Weight | 727.83 |
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Product Introduction
TAMRA phosphoramidite, 5-isomer is a fluorescent labeling reagent that incorporates a rhodamine-derived fluorophore characterized by its conjugated aromatic system, enabling efficient energy absorption and emission in the orange-red spectrum. This compound features a phosphoramidite functional group, facilitating its integration into oligonucleotide synthesis for the creation of fluorescently labeled probes. It is widely employed in fluorescence resonance energy transfer (FRET) assays and other bioimaging applications, where its photostability and distinct spectral properties support precise molecular tracking and analysis.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%), coupling test |
| IUPAC Name | N-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxycyclohexyl]-3',6'-bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxamide |
| SMILES | CC(C)N(C(C)C)P(OCCC#N)OC1CCC(CC1)NC(=O)C2=CC3=C(C=C2)C4(C5=C(C=C(C=C5)N(C)C)OC6=C4C=CC(=C6)N(C)C)OC3=O |
| InChI | InChI=1S/C40H50N5O6P/c1-25(2)45(26(3)4)52(48-21-9-20-41)51-31-15-11-28(12-16-31)42-38(46)27-10-17-33-32(22-27)39(47)50-40(33)34-18-13-29(43(5)6)23-36(34)49-37-24-30(44(7)8)14-19-35(37)40/h10,13-14,17-19,22-26,28,31H,9,11-12,15-16,21H2,1-8H3,(H,42,46) |
| InChIKey | ZHZWFIMSTLVPMN-UHFFFAOYSA-N |
| Solubility | Good in acetonitrile, dichloromethane |
| Appearance | Purple solid |
Product Specification
| CF260 | 0.32 |
| CF280 | 0.19 |
| Excitation | 541 |
| Emission | 567 |
| Storage | Storage: 12 months after receival at -20 °C in the Dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
Application
TAMRA phosphoramidite, 5-isomer is a TAMRA-based fluorescent nucleoside phosphoramidite designed for oligonucleotide labeling via standard solid-phase DNA/RNA synthesis. As a reactive phosphoramidite building block, it enables site-specific incorporation of the TAMRA fluorophore into primers, probes, and molecular imaging oligos used in fluorescence readouts. The TAMRA emission supports common fluorescence microscopy and plate-based detection workflows where covalent dye placement is required.
1. Oligonucleotide Probe Labeling
TAMRA phosphoramidite, 5-isomer is used by molecular biology and assay development teams to generate fluorescently labeled oligonucleotide probes for hybridization-based workflows. Incorporation of the dye directly into the probe strand provides a defined fluorophore position for signal reporting, which is especially valuable when probe architecture and labeling density must be controlled for fluorescence measurements such as endpoint hybridization or real-time monitoring formats.
2. Fluorescent FRET Pair Construction
TAMRA phosphoramidite, 5-isomer is frequently selected for building FRET-capable oligonucleotide constructs where TAMRA acts as a donor fluorophore in proximity-dependent energy transfer designs. Researchers use this dye-labeled oligo to assemble donor-acceptor systems for nucleic acid conformational studies, distance-dependent fluorescence readouts, and probe engineering efforts that rely on covalent placement of fluorophores within the same strand or defined duplex context.
3. Real-Time PCR Assay Reagents
TAMRA phosphoramidite, 5-isomer is applied in the development of fluorescence-based nucleic acid assays that use labeled primers or probes for monitoring amplification kinetics. By installing TAMRA at a predetermined position during oligonucleotide synthesis, assay developers can create consistent fluorescent reagents for instrument platforms that detect TAMRA emission, supporting assay optimization and reagent standardization in research and industrial assay development settings.
4. Fluorescence Microscopy Hybridization Probes
TAMRA phosphoramidite, 5-isomer supports microscopy workflows that visualize nucleic acids using fluorescent hybridization probes. Molecular imaging groups incorporate TAMRA into DNA/RNA probes to enable covalent, stable fluorescent tagging for fixed-sample staining and imaging experiments, where defined probe labeling helps interpret spatial hybridization patterns in cell or tissue sections.
Computed Properties
| XLogP3 | 6.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 12 |
| Exact Mass | 727.34987133 g/mol |
| Monoisotopic Mass | 727.34987133 g/mol |
| Topological Polar Surface Area | 117Ų |
| Heavy Atom Count | 52 |
| Formal Charge | 0 |
| Complexity | 1240 |
| 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 |
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