
6-Fluorescein Serinol Phosphoramidite | CAS 1275574-87-2
| Catalog Number | A01-0018 |
| Category | Fluorescent Proteins & Nucleotides |
| Molecular Formula | C67H75N4O14P |
| Molecular Weight | 1191.30 |
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Product Introduction
6-Fluorescein Serinol Phosphoramidite is an amine-reactive fluorophore that features a fluorescein chromophore, known for its bright green fluorescence upon excitation. This compound is incorporated into oligonucleotides during solid-phase synthesis, enabling the creation of fluorescently labeled DNA or RNA for various bioimaging and molecular tracking applications. Its phosphoramidite functionality facilitates efficient conjugation to nucleic acids, making it suitable for use in fluorescence microscopy, flow cytometry, and biosensing assays.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | 3-Dimethoxytrityloxy-2-(3-(6-carboxy-(di-O-pivaloyl-fluorescein)propanamido)propyl)-1-O-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite; Propanoic acid, 2,2-dimethyl-, 1,1'-[6-[7-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-10-[bis(1-methylethyl)amino]-13-cyano-1,5-dioxo-9,11-dioxa-2,6-diaza-10-phosphatridec-1-yl]-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3',6'-diyl] ester; 1,1'-[6-[7-[[Bis(4-methoxyphenyl)phenylmethoxy]methyl]-10-[bis(1-methylethyl)amino]-13-cyano-1,5-dioxo-9,11-dioxa-2,6-diaza-10-phosphatridec-1-yl]-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3',6'-diyl] bis(2,2-dimethylpropanoate) |
| IUPAC Name | [6-[[3-[[1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxypropan-2-yl]amino]-3-oxopropyl]carbamoyl]-6'-(2,2-dimethylpropanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2,2-dimethylpropanoate |
| SMILES | CC(C)N(C(C)C)P(OCCC#N)OCC(COC(C1=CC=CC=C1)(C2=CC=C(C=C2)OC)C3=CC=C(C=C3)OC)NC(=O)CCNC(=O)C4=CC5=C(C=C4)C(=O)OC56C7=C(C=C(C=C7)OC(=O)C(C)(C)C)OC8=C6C=CC(=C8)OC(=O)C(C)(C)C |
| InChI | InChI=1S/C67H75N4O14P/c1-42(2)71(43(3)4)86(80-36-16-34-68)81-41-48(40-79-66(45-17-14-13-15-18-45,46-20-24-49(77-11)25-21-46)47-22-26-50(78-12)27-23-47)70-59(72)33-35-69-60(73)44-19-30-53-56(37-44)67(85-61(53)74)54-31-28-51(82-62(75)64(5,6)7)38-57(54)84-58-39-52(29-32-55(58)67)83-63(76)65(8,9)10/h13-15,17-32,37-39,42-43,48H,16,33,35-36,40-41H2,1-12H3,(H,69,73)(H,70,72) |
| InChIKey | GIUBJQWDYGXGQR-UHFFFAOYSA-N |
| Solubility | Soluble in Anhydrous Acetonitrile |
Product Specification
| Storage | Store at -20°C |
Application
6-Fluorescein Serinol Phosphoramidite is a fluorescein-based phosphoramidite designed for incorporation into nucleic acids during automated oligonucleotide synthesis. This reagent enables direct installation of a fluorescein fluorophore at a defined position through a serinol linker, supporting fluorescence readouts in DNA/RNA labeling, hybridization assays, and probe construction. Its fluorescein emission is widely used in fluorescence microscopy, plate-based detection, and flow cytometry workflows that rely on visible-green excitation and emission.
1. Oligonucleotide Fluorescent Labeling
6-Fluorescein Serinol Phosphoramidite is used by molecular biology and nucleic acid analysis teams to generate fluorescently labeled DNA or RNA probes with site-specific placement of fluorescein. Researchers commonly employ these labeled oligonucleotides for hybridization-based assays, nucleic acid tracking experiments, and fluorescence readouts in microplate formats where the fluorophore position relative to the binding sequence is important for consistent signal behavior. The phosphoramidite functionality supports straightforward integration into standard solid-phase oligonucleotide synthesis workflows, producing a conjugate that can be carried directly into downstream imaging or detection steps.
2. Fluorescent Hybridization Probes
6-Fluorescein Serinol Phosphoramidite is frequently incorporated into sequence-specific hybridization probes for fluorescence detection of complementary nucleic acid targets. In research settings, this includes probe sets used for blotting workflows, fluorescence-based nucleic acid assays, and probe-driven detection strategies where a stable covalent fluorophore attachment reduces variability associated with post-labeling steps. The serinol-linked fluorescein format helps maintain robust labeling while providing a flexible tether that can improve accessibility of the fluorophore in duplex or complex environments, supporting reliable visualization of hybridized targets.
3. Fluorescence Microscopy Tracking
6-Fluorescein Serinol Phosphoramidite is used to build fluorescent nucleic acid reagents for cellular and molecular imaging studies where labeled oligonucleotides serve as tracers. In microscopy workflows, fluorescein-labeled probes enable visualization of nucleic acid localization, uptake, and binding events in fixed or experimental imaging conditions that use fluorescein-compatible filter sets. Because the fluorophore is installed as part of the oligonucleotide construct, researchers can design probes with controlled labeling density and defined attachment sites, which is valuable for comparative imaging experiments and quantitative fluorescence imaging.
4. Flow Cytometry Nucleic Acid Assays
6-Fluorescein Serinol Phosphoramidite supports flow cytometry workflows that rely on fluorescent nucleic acid labeling for signal generation and gating strategies. Laboratories often use fluorescein-labeled oligonucleotides in assays where nucleic acid binding or hybridization is converted into a measurable fluorescence signal at the single-cell level. The phosphoramidite-based incorporation enables consistent probe construction for multiplex-compatible experimental designs that use fluorescein emission channels, helping researchers standardize reagent preparation across experiments.
5. FRET-Compatible Probe Constructs
6-Fluorescein Serinol Phosphoramidite is used as a donor fluorophore component in nucleic acid probe designs intended for fluorescence resonance energy transfer readouts. In these constructs, fluorescein provides a convenient donor label that can be paired with an appropriate acceptor dye-labeled oligonucleotide or dye-conjugated partner to generate distance-dependent fluorescence changes upon hybridization or assembly. This application is particularly relevant for probe development where covalent, position-defined donor installation improves reproducibility of FRET behavior in assay development and fluorescence-based nucleic acid sensing experiments.
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