
Amino-11-UTP
| Catalog Number | A19-0069 |
| Category | DNA Stains |
| Molecular Formula | C18H54N4Li3O30P3 |
| Molecular Weight | 920.37 |
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Product Introduction
Amino-UTP is uridine triphosphate with an amino group, which is designed for enzymatic incorporation of the amino group into the RNA molecule during in vitro transcription using T7, T3, and SP6 RNA polymerases. The enzymatic reaction results in the RNA molecule with amino groups, which can be conjugated with amine-reactive reagents such as NHS esters of fluorescent dyes or biotin.,The amino group is separated from uridine with a long linker of 11 atoms; it is longer than frequently used C3-allyl linker and prevents the fluorophore from potential static quenching after RNA labeling via the amino group. The efficacy of RNA synthesis using amino-11-UTP is almost the same as that when using non-labeled nucleotide triphosphates.,Incorporation of amino-11-UTP with subsequent labeling via the amino group is used for cRNA synthesis and microarray analysis.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | [[[(2R,3S,4R,5R)-5-[5-[3-(6-aminohexanoylamino)prop-1-ynyl]-2,4-dioxopyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] hydrogen phosphate |
| SMILES | C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O)O)C#CCNC(=O)CCCCCN |
| InChI | InChI=1S/C18H29N4O16P3/c19-7-3-1-2-6-13(23)20-8-4-5-11-9-22(18(27)21-16(11)26)17-15(25)14(24)12(36-17)10-35-40(31,32)38-41(33,34)37-39(28,29)30/h9,12,14-15,17,24-25H,1-3,6-8,10,19H2,(H,20,23)(H,31,32)(H,33,34)(H,21,26,27)(H2,28,29,30)/p-3/t12-,14-,15-,17-/m1/s1 |
| InChIKey | ANSQNWSACCDNRC-DNNBLBMLSA-K |
| Solubility | Good in water |
| Appearance | Off white solid |
Product Specification
| Storage | Storage: 24 months after receival at -20 °C. Transportation: at room temperature for up to 3 weeks. Desiccate. |
Application
Amino-11-UTP is a UTP analog bearing an amino-functional linker, designed for incorporating modified nucleotides into RNA during in vitro transcription and downstream nucleic-acid labeling workflows. The amino handle enables post-transcriptional attachment of fluorophores, affinity tags, or other reporter groups through standard bioconjugation chemistries, supporting fluorescence-based RNA detection and molecular imaging strategies. Researchers use this nucleotide building block to create labeled RNA probes with defined reporter density for microscopy, spectroscopy, and assay development.
1. RNA In Vitro Transcription Labeling
Amino-11-UTP is used as a modified nucleotide source in in vitro transcription to generate amino-functional RNA transcripts for fluorescence labeling and probe construction. Molecular biology groups commonly incorporate the analog during transcription, then convert the amino functionality into a detectable reporter for RNA tracking in solution or on surfaces. This workflow is particularly useful when researchers want to maintain RNA sequence context while installing a conjugation-ready handle for later attachment of dyes, biotin, or other tags used in hybridization and binding studies.
2. Fluorescent RNA Probe Construction
Amino-11-UTP supports the preparation of fluorescent RNA probes by enabling covalent attachment of fluorophores to the amino linker after transcription. Chemical biology and nucleic acid analysis teams use the resulting labeled RNA to visualize RNA localization, quantify RNA interactions, or monitor RNA behavior in assay formats that rely on fluorescence readout. The amino handle provides a practical route to generate reporter-bearing RNA without changing the underlying transcript design, which helps streamline probe development for imaging experiments and fluorescence-based binding assays.
3. Bioconjugation for RNA Affinity Assays
Amino-11-UTP is frequently employed to produce RNA conjugates for affinity-based detection workflows, where the amino functionality is used to install capture or reporter elements. Researchers use the labeled RNA in applications such as pull-down experiments, immobilized probe studies, and fluorescence readouts of RNA binding to proteins, nucleic-acid partners, or engineered surfaces. By providing a defined conjugation handle on the RNA, Amino-11-UTP helps connect nucleic-acid chemistry to downstream assay platforms used in biomolecular interaction studies.
4. Multiplex Nucleic Acid Imaging Development
Amino-11-UTP enables development of multiplex-capable nucleic acid imaging reagents by allowing selective post-transcriptional labeling of RNA transcripts with distinct fluorescent reporters. Imaging and microscopy teams use these labeled RNAs as probe components to distinguish multiple RNA species or to combine RNA labeling with additional biomolecular stains in fluorescence microscopy workflows. The amino-functional linker supports flexible reporter installation, which helps researchers tailor the labeling strategy to the available laser lines and detection channels used in their imaging instrumentation.
Computed Properties
| XLogP3 | -9.1 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 15 |
| Exact Mass | 647.05566675 g/mol |
| Monoisotopic Mass | 647.05566675 g/mol |
| Topological Polar Surface Area | 323Ų |
| Heavy Atom Count | 41 |
| Formal Charge | -3 |
| Complexity | 1220 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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