6-Fluorescein phosphoramidite | 204697-37-0
Catalog Number | R10-0005 |
Category | Fluorescein FAM |
Molecular Formula | C46H58N3O10P |
Molecular Weight | 843.94 |
Catalog Number | Size | Price | Quantity |
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R10-0005 | -- | $-- |
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Product Introduction
6-Fluorescein phosphoramidite is prepared from 6-carboxyfluorescein derivatives and does not contain 4,4'-dimethoxytrityl (DMT) groups. It can only be added once at the 5'end to terminate the synthesis.
Chemical Information |
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Synonyms | FAM Phosphoramidite, 6-Isomer; 6-FAM phosphoramidite; FAM phosphoramidite, 6-isomer; DyLight FAM-6 CEP; 5'(6)-FAM; 5'-6-Fluorescein phosphoramidite; 6-((6-(((2-Cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)hexyl)carbamoyl)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl bis(2,2-dimethylpropanoate) |
Purity | ≥90% |
IUPAC Name | [6-[6-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyhexylcarbamoyl]-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate |
Canonical SMILES | CC(C)N(C(C)C)P(OCCCCCCNC(=O)C1=CC2=C(C=C1)C(=O)OC23C4=C(C=C(C=C4)OC(=O)C(C)(C)C)OC5=C3C=CC(=C5)OC(=O)C(C)(C)C)OCCC#N |
InChI | InChI=1S/C46H58N3O10P/c1-29(2)49(30(3)4)60(55-25-15-22-47)54-24-14-12-11-13-23-48-40(50)31-16-19-34-37(26-31)46(59-41(34)51)35-20-17-32(56-42(52)44(5,6)7)27-38(35)58-39-28-33(18-21-36(39)46)57-43(53)45(8,9)10/h16-21,26-30H,11-15,23-25H2,1-10H3,(H,48,50) |
InChI Key | MGPYJVWEJNTXLC-UHFFFAOYSA-N |
Solubility | Soluble in Acetonitrile, DCM |
Appearance | White to Off-white Solid |
Boiling Point | 850.6±65.0°C at 760 mmHg |
- Product Specification
- Application
ε, L⋅mol-1⋅cm-1 | 75000 |
Fluorescence Quantum Yield | 0.9 |
Excitation | 494 |
Emission | 520 |
Storage | Store at -20 °C |
6-Fluorescein phosphoramidite, a fluorescent dye widely utilized in molecular biology and biochemical research, serves as a versatile tool in various applications. Here are four key applications:
DNA Sequencing: Deployed as a fluorescent label for nucleotides in the sequencing of DNA, 6-Fluorescein phosphoramidite sets the stage for real-time monitoring of nucleotide incorporation, thereby streamlining high-throughput sequencing processes. Its fluorescent signal enhances sequencing platform accuracy and efficiency, propelling advancements in genomics research.
Fluorescent Probes: By harnessing 6-Fluorescein phosphoramidite, researchers craft fluorescently labeled oligonucleotide probes for diverse applications, from in situ hybridization to real-time PCR. These probes, with their high sensitivity and specificity, enable the detection and quantification of specific nucleic acid sequences, essential for diagnostic assays and molecular biology studies, offering visual affirmation of target presence.
Fluorescence Resonance Energy Transfer (FRET): Engaging in FRET experiments, researchers leverage 6-Fluorescein phosphoramidite as a donor fluorophore in tandem with an appropriate acceptor fluorophore. This strategic pairing enables the scrutiny of molecular interactions and conformational alterations at the nanoscale, serving as a potent technique for unraveling protein-protein interactions, nucleic acid dynamics, and other intricate biomolecular processes.
Protein Labeling: For fluorescence-based detection and imaging studies, 6-Fluorescein phosphoramidite can be linked to proteins, allowing for the tracking of protein localization, interaction, and function within cellular and tissue contexts. This application, pivotal in cell biology and biochemistry research, furnishes insights into protein dynamics and cellular mechanisms, enriching our understanding of biological processes.
Computed Properties | |
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XLogP3 | 8.5 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 12 |
Rotatable Bond Count | 21 |
Exact Mass | 843.38598205 g/mol |
Monoisotopic Mass | 843.38598205 g/mol |
Topological Polar Surface Area | 163Ų |
Heavy Atom Count | 60 |
Formal Charge | 0 |
Complexity | 1470 |
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-2020256857-A1 | Universal histidine-tag binding compounds and methods of use thereof as fluorescent probes and sensors | 2014-04-29 |
WO-2014120681-A2 | Optical element for correcting color blindness | 2013-01-29 |
EP-2739997-B1 | Optical element for correcting color blindness | 2011-08-05 |
US-2013032758-A1 | Optical Element for Correcting Color Blindness | 2011-08-05 |
US-2013033776-A1 | Optical Element for Correcting Color Blindness | 2011-08-05 |
Applications of Fluorescent Probes & Dyes
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