6220-62-8

Usage

Uses

Used in Pharmaceutical Industry:
2'-deoxyguanosine 3'-(dihydrogen phosphate) is used as an active pharmaceutical ingredient for the development of antiviral and anticancer drugs. It inhibits viral replication and has potential applications in the treatment of various types of cancer.
Used in Biotechnology Industry:
2'-deoxyguanosine 3'-(dihydrogen phosphate) is used as a building block in the synthesis of DNA and as a precursor in the production of modified nucleotides for research purposes. It is also employed in the development of DNA sequencing technologies and molecular diagnostics.
Used in Research and Development:
2'-deoxyguanosine 3'-(dihydrogen phosphate) is used as a research tool for studying the mechanisms of DNA replication, repair, and mutagenesis. It is also utilized in the investigation of the structure and function of nucleic acids and their interactions with proteins and other molecules.

Upstream product

• 111050-58-9 Phosphoric acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl] ester 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 112677-88-0 Phosphoric acid diallyl ester (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 
• 51549-33-8 2’-deoxy-5’-O-tert-butyldimethylsilylguanosine 
• 72560-68-0 5'-O-acetyl-2'-deoxyguanosine 
• 69992-10-5 3',5'-di-O-acetyl-2'-deoxyguanosine 
• 89076-40-4 Phosphoric acid (2R,3S,5R)-5-(2-benzoylamino-6-hydroxy-purin-9-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 4-chloro-phenyl ester 2-cyano-ethyl ester 
• 961-07-9 2'-Deoxyguanosine 

Downstream Products

• 182230-62-2 N-(3'-monophosphate-2'-deoxyguanosin-8-yl)-4-methylaniline 
• 243663-85-6 Phosphoric acid mono-[(2R,3S,5R)-5-(2-amino-6-oxo-8-m-tolylamino-1,6-dihydro-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl] ester 
• 176712-93-9 Phosphoric acid mono-{(2R,3S,5R)-5-[2-amino-8-(2,4-dimethyl-phenylamino)-6-oxo-1,6-dihydro-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-yl} ester 
• 163892-93-1 N-(3'-monophosphodeoxyguanosin-8-yl)-N,N'-diacetylbenzidine 
• 182230-60-0 N'-acetyl-N-(3'-monophosphate-2'-deoxyguanosin-8-yl)-4,4'-methylenedianiline 
• 16174-59-7 2’-deoxyguanosine-3’,5’-O-bisphosphate 
• 19530-88-2 N-7-Ethylguanine 

Relevant academic research and scientific papers

An efficient reagent for the phosphorylation of deoxyribonucleosides, DNA oligonucleotides, and their thermolytic analogues

(Chemical Equation Presented) The phosphoramidite 11 was prepared in three steps from methyl 2-mercaptoacetate and demonstrated efficiency in the synthesis of conventional 5′-/3′-phosphate/thiophosphate monoester derivatives of 2′-deoxyribonucleosides and DNA oligonucleotides. Moreover, the use of 11 has enabled the preparation of the dinucleoside phosphorothioate analogue 26 in high yields (>95%) with minimal cleavage (2%) of the thermolytic thiophosphate protecting group.

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.

Solid-phase enzymatic synthesis of oligonucleotides.

[formula: see text] The controlled and selective synthesis of oligonucleotides on the solid phase is possible under mild aqueous conditions using the enzyme T4 RNA ligase, the resins being tentagel or kieselguhr/polydimethylacrylamide.

A facile method for the oxidation of nucleoside H-phosphonates to phosphates with bis(trimethylsilyl) peroxide

We have developed a convenient method for achieving the oxidation of nucleoside H-phosphonic acid monoesters and diesters with bis(trimethylsilyl) peroxide and N,O-bis(trimethylsilyl)acetamide in the presence of trimethylsilyl triflate as a catalyst.

Electrochemical removal of allylic protecting groups in nucleotide synthesis

Electrochemical, palladium(0)-mediated removal of allylic protecting groups of nucleosides and nucleotides is described. This method required no chromatographic treatment for isolation of the products.

A GENERAL APPROACH TO NUCLEOSIDE 3'- AND 5'-MONOPHOSPHATES

Diallyloxyphosphorylation of nucleoside hydroxyls followed by palladium(0)-catalyzed deallylation provides a new, general method for the preparation of the 3'- and 5'-monophosphates.

SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES CONTAINING A 3'-TERMINAL PHOSPHATE GROUP

Two methods for synthesizing oligodeoxyribonucleotides containing 3'-terminal phosphate groups have been developed.The first consists in the synthesis and the introduction into the oligonucleotides of a block containing a 3'-terminal bis(2-cyanoethyl) phosphate group and the second in the use of the transesterification reaction of oligonucleotides with 2-cyanoethanol in the presence of cesium fluoride.Both methods permit the fairly effective synthesis of oligodeoxyribonucleotide 3'-phosphates.

Chemical Synthesis of 5'-Phosphorylated DNA Fragments and Their Constituents

Phosphoryl tris-triazole has been applied to the synthesis of DNA fragments and their constituents bearing 5'-phosphomonoester function and to the preparation of deoxynucleoside 5'- or 3'-diphosphates.