AMCA-6-dUTP

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AMCA-6-dUTP

AMCA-6-dUTP

Catalog Number A07-0016
Category RNA/DNA Labeling
Molecular Formula C30H40N5O18P3 (free acid)
Molecular Weight 851.58 (free acid)
Catalog Number Size Price Quantity
A07-0016 -- $--

Product Introduction

AMCA-6-dUTP is a fluorescent probe commonly used in the biomedical industry to label DNA during various molecular biology applications. It can be incorporated into DNA using DNA polymerase and serving as a valuable tool for visualizing and studying DNA replication, repair and recombination.

Chemical Information

Synonyms Aminoallyl-dUTP - AMCA; Aminomethylcoumarin-6-dUTP; Aminomethylcoumarin-5-aminoallyl-2'-deoxyuridine-5'-triphosphate, Triethylammonium salt
Purity ≥ 95% by HPLC
IUPAC Name [[(2R,3S,5R)-5-[5-[(E)-3-[6-[[2-(7-amino-4-methyl-2-oxochromen-3-yl)acetyl]amino]hexanoylamino]prop-1-enyl]-2,4-dioxopyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Canonical SMILES CC1=C(C(=O)OC2=C1C=CC(=C2)N)CC(=O)NCCCCCC(=O)NCC=CC3=CN(C(=O)NC3=O)C4CC(C(O4)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
InChI InChI=1S/C30H40N5O18P3/c1-17-20-9-8-19(31)12-23(20)51-29(40)21(17)13-26(38)33-10-4-2-3-7-25(37)32-11-5-6-18-15-35(30(41)34-28(18)39)27-14-22(36)24(50-27)16-49-55(45,46)53-56(47,48)52-54(42,43)44/h5-6,8-9,12,15,22,24,27,36H,2-4,7,10-11,13-14,16,31H2,1H3,(H,32,37)(H,33,38)(H,45,46)(H,47,48)(H,34,39,41)(H2,42,43,44)/b6-5+/t22-,24+,27+/m0/s1
InChI Key JOYRMWPIHHXOPJ-CFQWBBOESA-N
pH 7.5 ±0.5
Appearance sterile clear aqueous solution, in 10 mM Tris-HCl
  • Product Specification
  • Application
Spectroscopic Properties λexc 350 nm, λem 450 nm, ε 19.0 L mmol-1 cm-1 (Tris-HCl pH 7.5)
Storage store at-20 °CShort term exposure (up to 1 week cumulative) to ambient temperature possible.

AMCA-6-dUTP, a fluorescent nucleotide analog with exceptional properties, finds widespread application across various bioscience domains. Here are four key applications of AMCA-6-dUTP presented with high perplexity and burstiness:

DNA Labeling: Incorporating AMCA-6-dUTP as a fluorescent marker during DNA synthesis processes, researchers can visualize and track DNA fragments under a fluorescence microscope, enabling a deeper exploration of DNA replication, repair mechanisms, and gene expression intricacies.

In Situ Hybridization: Leveraging AMCA-6-dUTP as a fluorescent probe in in situ hybridization techniques, researchers can detect specific nucleic acid sequences within fixed tissues, unveiling gene expression patterns in diverse cell types or tissue environments, enriching studies in developmental biology and pathology with vibrant insights.

Flow Cytometry: In the realm of flow cytometry, AMCA-6-dUTP plays a crucial role in analyzing cell populations based on their genomic content. By introducing AMCA-6-dUTP into cells undergoing DNA synthesis, researchers can discern different phases of the cell cycle, a technique indispensable for investigations in cell proliferation, cancer research, and drug screening endeavors.

Fluorescent In Situ PCR: Expanding the horizons of gene expression analyses, AMCA-6-dUTP is instrumental in fluorescent in situ PCR, a sophisticated method intertwining in situ hybridization and PCR amplification. With AMCA-6-dUTP, researchers can visualize amplification products directly within cells or tissues, offering a spatial context to gene regulation studies and enhancing comprehension of cellular responses and gene dynamics.

Computed Properties

XLogP3 -4.3
Hydrogen Bond Donor Count 9
Hydrogen Bond Acceptor Count 19
Rotatable Bond Count 19
Exact Mass 851.15812044 g/mol
Monoisotopic Mass 851.15812044 g/mol
Topological Polar Surface Area 349Ų
Heavy Atom Count 56
Formal Charge 0
Complexity 1770
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes
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