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Biotin-11-dUTP
| Catalog Number | A19-0071 |
| Category | DNA Stains |
| Molecular Formula | C28H45N6O17P3S (free acid) |
| Molecular Weight | 862.67 (free acid) |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Biotin-11-dUTP, a nucleotide analog of utmost significance, serves as a valuable tool in the labeling and detection of DNA. Synthetically engineered through the linkage of biotin and deoxyuridine triphosphate (dUTP) nucleotide, it seamlessly integrates with the DNA replication process. This paves the way for the detection of biotin-labeled DNA with the aid of streptavidin-conjugated reporters. Through the biotin-11-dUTP labeling, scientists worldwide have been able to further unravel the intricate processes of DNA replication, DNA repair, and gene expression analysis.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | Biotin-X-5-aminoallyl-dUTP; γ-[N-(Biotin-6-amino-hexanoyl)]-5-aminoallyl-2'-deoxyuridine-5'-triphosphate, Triethylammonium salt |
| Purity | ≥ 95% by HPLC |
| IUPAC Name | [[(2R,3S,5R)-5-[5-[(E)-3-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]prop-1-enyl]-2,4-dioxopyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate |
| Canonical SMILES | C1C(C(OC1N2C=C(C(=O)NC2=O)C=CCNC(=O)CCCCCNC(=O)CCCCC3C4C(CS3)NC(=O)N4)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O |
| InChI | InChI=1S/C28H45N6O17P3S/c35-19-13-24(49-20(19)15-48-53(44,45)51-54(46,47)50-52(41,42)43)34-14-17(26(38)33-28(34)40)7-6-12-30-22(36)9-2-1-5-11-29-23(37)10-4-3-8-21-25-18(16-55-21)31-27(39)32-25/h6-7,14,18-21,24-25,35H,1-5,8-13,15-16H2,(H,29,37)(H,30,36)(H,44,45)(H,46,47)(H2,31,32,39)(H,33,38,40)(H2,41,42,43)/b7-6+/t18-,19-,20+,21-,24+,25-/m0/s1 |
| InChIKey | AZRNEVJSOSKAOC-VPHBQDTQSA-N |
| Solubility | Soluble in water |
| Appearance | sterile clear aqueous solution, in 10 mM Tris-HCl |
| Storage | Storage: 12 months after receival at -20 °C in the Dark. Transportation: at room temperature for up to 3 weeks. Avoid excessive freeze-thaw cycles. |
Biotin-11-dUTP, a modified nucleotide widely utilized in molecular biology and biochemical assays, serves as a versatile tool in various applications. Here are four key applications of Biotin-11-dUTP:
DNA Labeling: Biotin-11-dUTP plays a pivotal role in labeling DNA molecules by integrating during DNA synthesis. This labeled DNA can be effectively identified and quantified using diverse biotin-binding detection systems, such as streptavidin-conjugated enzymes or fluorophores. This application proves invaluable in techniques like in situ hybridization, Southern blotting, and DNA sequencing, offering a nuanced approach to analyzing genetic material.
PCR Amplification: Within polymerase chain reaction (PCR) assays, Biotin-11-dUTP can be seamlessly incorporated into the amplified DNA fragments. This modification facilitates the straightforward and precise capture of PCR products utilizing streptavidin-coated surfaces, streamlining downstream analyses. Particularly beneficial in applications like DNA microarray analysis and diagnostic testing, this method underscores the adaptability of Biotin-11-dUTP in diverse scientific endeavors.
Protein-DNA Interactions: Leveraging Biotin-11-dUTP, researchers can craft biotin-labeled probes to investigate protein-DNA interactions comprehensively. These probes form intricate bonds with specific DNA sequences, and through streptavidin-mediated detection, researchers can dissect the binding characteristics and affinities of DNA-binding proteins. This approach stands as a fundamental tool in unraveling transcriptional regulation and delving into the dynamic world of chromatin, shedding light on the complexities of genetic expression.
Cell Imaging: By incorporating Biotin-11-dUTP into cells, researchers gain a visual gateway into DNA synthesis during cellular proliferation. Through the use of fluorescently labeled streptavidin, biotinylated DNA becomes readily detectable and can be imaged, offering insights into cell cycle dynamics and replication patterns.
| XLogP3 | -4.5 |
| Hydrogen Bond Donor Count | 10 |
| Hydrogen Bond Acceptor Count | 18 |
| Rotatable Bond Count | 22 |
| Exact Mass | 862.17747615 g/mol |
| Monoisotopic Mass | 862.17747615 g/mol |
| Topological Polar Surface Area | 363Ų |
| Heavy Atom Count | 55 |
| Formal Charge | 0 |
| Complexity | 1650 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2018155767-A1 | Methods of nucleic acid sample preparation for immune repertoire sequencing | |
| US-10947582-B2 | Methods of nucleic acid sample preparation for immune repertoire sequencing | |
| US-2021180118-A1 | Methods of nucleic acid sample preparation for immune repertoire sequencing | |
| US-10704082-B2 | Methods of nucleic acid sample preparation | |
| US-2018127806-A1 | Methods of nucleic acid sample preparation |
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