964-26-1

Usage

Uses

Used in Biochemical Research:
5'-Uridylic acid, 2'-deoxyis used as a research tool for studying the structure and function of DNA and RNA molecules. Its incorporation into DNA allows researchers to investigate the effects of this modification on the stability and function of nucleic acid structures.
Used in Drug Development:
5'-Uridylic acid, 2'-deoxyis used as a potential therapeutic agent for the treatment of genetic disorders and diseases related to nucleic acid metabolism. Its ability to be incorporated into DNA and affect the synthesis of nucleic acids makes it a promising candidate for the development of new drugs targeting these pathways.
Used in Diagnostics:
5'-Uridylic acid, 2'-deoxycan be used as a diagnostic marker for certain genetic disorders and diseases. Its presence in biological samples can be detected and quantified, providing valuable information about the status of nucleic acid metabolism and the potential for disease development.
Used in Synthetic Biology:
5'-Uridylic acid, 2'-deoxycan be used as a building block for the synthesis of artificial nucleic acid structures in synthetic biology applications. Its unique properties and ability to be incorporated into DNA make it a valuable component for the design and construction of novel genetic systems.

Upstream product

• 951-78-0 2'-deoxyuridine 
• 23197-88-8 3'-O-acetyl-2'-deoxyuridine 
• 81049-55-0 C₉H₁₅N₄O₆P 
• 1032-65-1 cytidine 5'-(dihydrogen phosphate) 

Downstream Products

• 4208-67-7 dUDP 
• 1173-82-6 2'-deoxyuridine-5'-triphosphate 
• 365-07-1 thymidine 5'-phosphate 
• 35959-38-7 5'-Amino-2',5'-dideoxy-uridine 
• 5238-86-8 5-(hydroxymethyl)-2′-deoxyuridine-5′-monophosphate 

Relevant academic research and scientific papers

Fully automated continuous meso-flow synthesis of 5′-nucleotides and deoxynucleotides

The first continuous meso-flow synthesis of natural and non-natural 5′-nucleotides and deoxynucleotides is described, representing a significant advance over the corresponding in-flask method. By means of this meso-flow technique, a synthesis with time consumption and high-energy consumption becomes facile to generate products with great efficiency. An abbreviated duration, satisfactory output, and mild reaction conditions are expected to be realized under the present procedure.

Immobilized Drosophila melanogaster deoxyribonucleoside kinase (DmdNK) as a high performing biocatalyst for the synthesis of purine arabinonucleotides

Fruit fly (Drosophila melanogaster) deoxyribonucleoside kinase (DmdNK; EC: 2.7.1.145) was characterized for its substrate specificity towards natural and non-natural nucleosides, confirming its potential in the enzymatic synthesis of modified nucleotides. DmdNK was adsorbed on a solid ion exchange support (bearing primary amino groups) achieving an expressed activity >98%. Upon cross-linking with aldehyde dextran, expressed activity was 30-40%. Both biocatalysts (adsorbed or cross-linked) were stable at pH 10 and room temperature for 24 h (about 70% of retained activity). The cross-linked DmdNK preparation was used for the preparative synthesis of arabinosyladenine monophosphate (araA-MP) and fludarabine monophosphate (FaraAMP). Upon optimization of the reaction conditions (50 mM ammonium acetate, substrate/ATP ratio= 1:1.25, 2 mM MgCl2, 378C, pH 8) immobilized DmdNK afforded the title nucleotides with high conversion (>90%), whereas with the soluble enzyme lower conversions were achieved (78-87%). Arabinosyladenine monophosphate was isolated in 95% yield and high purity (96.5%).

Two thymidine kinases and one multisubstrate deoxyribonucleoside kinase salvage DNA precursors in Arabidopsis thaliana

Deoxyribonucleotides are the building blocks of DNA and can be synthesized via de novo and salvage pathways. Deoxyribonucleoside kinases (EC 2.7.1.145) salvage deoxyribonucleosides by transfer of a phosphate group to the 5' of a deoxyribonucleoside. This salvage pathway is well characterized in mammals, but in contrast, little is known about how plants salvage deoxyribonucleosides. We show that during salvage, deoxyribonucleosides can be phosphorylated by extracts of Arabidopsis thaliana into corresponding monophosphate compounds with an unexpected preference for purines over pyrimidines. Deoxyribonucleoside kinase activities were present in all tissues during all growth stages. In the A. thaliana genome, we identified two types of genes that could encode enzymes which are involved in the salvage of deoxyribonucleosides. Thymidine kinase activity was encoded by two thymidine kinase 1 (EC 2.7.1.21)-like genes (AtTK1a and AtTK1b). Deoxyadenosine, deoxyguanosine and deoxycytidine kinase activities were encoded by a single AtdNK gene. T-DNA insertion lines of AtTK1a and AtTK1b mutant genes had normal growth, although AtTK1a AtTK1b double mutants died at an early stage, which indicates that AtTK1a and AtTK1b catalyze redundant reactions. The results obtained in the present study suggest a crucial role for the salvage of thymidine during early plant development. 2012 The Authors Journal compilation

Resistance towards exonucleases of dinucleotides with stereochemically altered internucleotide phosphate bonds

Kinetic constants for the hydrolytic susceptibility of the internucleotide phosphate bond in normal dinucleotides [e.g., 2′-deoxycytidylyl- (3′>5′)-2′-deoxyuridine (dCpdU) and 2′-deoxyadenylyl- (3′→5′)-2′-deoxycytidine (dApdC)] and isomeric dinucleotides

Nucleosides for imaging and treatment applications

Methods of diagnosing and/or of treating tumors by administering a nucleoside analogue which is activated by thymidylate synthase and/or thymidine kinase enzyme into a diagnostic or toxic metabolite, and uridine analogue compounds, and compositions of same having a pharmaceutically acceptable carrier. For diagnostic applications, compounds containing a label and methods of use of such compounds are described.

A new method for the phosphorylation of nucleosides

A new phosphorylating reagent, 2-O-(4,4'-dimethoxytrityl)ethylsulfonylethan-2'-yl-phosphate (1), was developed for the phosphorylation of primary and secondary alcohols of nucleosides. In the many examples studied, yields in the phosphorylation step were excellent (~80 to 95%). There is potential for wide applicability of this procedure, not only in nucleoside and nucleotide chemistry, but also in the phosphorylation of biomolecules such as carbohydrates and amino acids. (C) 2000 Elsevier Science Ltd.