1173-82-6

Basic information

• Product Name: 2'-Deoxyuridine-5'-triphosphoric acid = dUTP
• Synonyms: 2'-Deoxyuridine-5'-Triphosphoric Acid;[[[5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxyphosphonic acid;Deoxyuridine triphosphate;deoxy-UTP;2'-Deoxyuridine 5'-triphosphate solution
• CAS NO: 1173-82-6
• Molecular Formula: C₉H₁₅N₂O₁₄P₃
• Molecular Weight: 468.141683
• Mol File: 1173-82-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 2.01g/cm³
• CAS DataBase Reference: 2'-Deoxyuridine-5'-triphosphoric acid = dUTP(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Deoxyuridine-5'-triphosphoric acid = dUTP(1173-82-6)
• EPA Substance Registry System: 2'-Deoxyuridine-5'-triphosphoric acid = dUTP(1173-82-6)

Safety Data

• Hazardous Substances Data: 1173-82-6(Hazardous Substances Data)

Usage

General Description

2'-Deoxyuridine-5'-triphosphoric acid, also known as dUTP, is a nucleoside triphosphate that plays a critical role in DNA replication and repair. It is composed of a deoxyribose sugar, a phosphate group, and the nucleobase uracil. dUTP is utilized by DNA polymerase enzymes to incorporate uracil into newly synthesized DNA strands during replication. However, excessive dUTP incorporation can lead to DNA damage and mutations, which can be harmful to the cell. In addition, dUTP can also be involved in the cellular process of DNA repair, acting as a substrate for enzymes that excise and replace uracil and prevent the accumulation of uracil in the DNA. Overall, dUTP is an essential component in maintaining the integrity of the genetic material and ensuring proper DNA function in the cell.

Upstream product

• 951-78-0 2'-deoxyuridine 
• 964-26-1 2'-deoxyuridine-5'-monophosphate 
• 58-96-8 uridine 

Downstream Products

• 4208-67-7 dUDP 
• 6659-40-1 dUDP-Glc 
• 3731-55-3 8-iodo-2'-deoxyuridine-5'-O-triphosphate 
• 17029-36-6 kanamycin A 3'-phosphate 

Relevant articles and documents

Synthetic method of nucleoside tetraphosphate

The invention discloses a synthetic method of nucleoside tetraphosphate. The synthetic method comprises the steps of carrying out selective phosphorylation reaction by virtue of nucleoside and a cyclic phosphorylation reagent, and carrying out oxidation and hydrolysis loop opening, so as to obtain nucleoside tetraphosphate. The structure of the cyclic phosphorylation reagent is represented by a formula I (shown in the description). According to the synthetic method, 5'-nucleoside tetraphosphate is selectively generated from nucleoside under the effect of the high-selectivity phosphorylation reagent, and 3'-OH (and 2'-OH) does not need to be protected in the process, namely that the generaiton of 3'(and 2'-)tetraphosphate can be effectively inhibited. Nucleoside tetraphosphate synthesized by virtue of the method has wide use ranges in the biology fields of DNA sequencing, labeling, extension and the like; currently, the selling prices is expensive, a synthetic method is complex, the reaction selectivity is poor; and the synthetic method provided by the invention is good in selectivity and easy in separation and purification, required experimental conditions are simple, and the synthetic processes are all conventional chemical reactions, so that the synthetic method is applicable to large-scale popularization and use.

Substrate specificity of T5 bacteriophage deoxyribonucleoside monophosphate kinase and its application for the synthesis of [α-32P]d/rNTP

Bacteriophage T5 deoxynucleoside monophosphate kinase (dNMP kinase, EC 2.7.4.13) is shown to catalyze the phosphorylation of both d2CMP and ribonucleotides AMP, GMP, and CMP, but does not phosphorylate UMP. For natural acceptors of the phosphoryl group, k m and k cat were found. The applicability of T5 dNMP kinase as a universal enzyme capable of the phosphorylation of labelled r/dNMP was shown for the synthesis of [α- 32P]rNTP and [α-32P]dNTP.

A novel method for the preparation of nucleoside triphosphates from activated nucleoside phosphoramidates

A novel method for the preparation of nucleoside triphosphates has been developed. The strategy employs a highly reactive pyrrolidinium phosphoramidate zwitterion intermediate that undergoes efficient coupling with tris(tetra-n-butylammonium) hydrogen pyrophosphate to generate nucleoside triphosphate.