Biotin-11-dUTP

What We Offer

Biotin-11-dUTP

Biotin-11-dUTP

Catalog Number A19-0071
Category DNA Stains
Molecular Formula C28H45N6O17P3S (free acid)
Molecular Weight 862.67 (free acid)
Catalog Number Size Price Quantity
A19-0071 -- $--

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

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
InChI Key AZRNEVJSOSKAOC-VPHBQDTQSA-N
Solubility Soluble in water
Appearance sterile clear aqueous solution, in 10 mM Tris-HCl
  • Product Specification
  • Application
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.

Computed Properties

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

Patents

Publication NumberTitlePriority 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
cartIcon
Inquiry Basket