174221-86-4

Usage

Uses

Used in Pharmaceutical Industry:
Uridine, 2'-amino-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyis used as a modified nucleoside for enhancing the stability and bioavailability of the compound. The modification is intended to improve its therapeutic potential, making it a candidate for the development of new drugs targeting various health conditions.
Used in Neuroprotective Applications:
This modified uridine is used as a neuroprotective agent due to its potential to support cognitive function and protect neurons. The enhancements in its structure may provide increased efficacy in treating neurological disorders and conditions associated with cognitive decline.
Used in RNA Synthesis Research:
In the field of molecular biology, Uridine, 2'-amino-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy- serves as a research tool for studying the role of uridine in RNA synthesis and its mechanisms. The modified structure allows for investigation into how changes in nucleoside structure can affect biological processes at the molecular level.

Upstream product

• 76054-81-4 3'-O-(4,4'-dimethoxytrityl)thymidine 
• 177980-10-8 2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 
• 174221-81-9 5'-O-(4,4'-dimethoxytrityl)-2,2'-O-anhydro-1-(β-D-arabinofuranosyl)uracil 3'-O-trichloroacetimidate 
• 118849-17-5 5'-O-(4,4'-dimethoxytrityl)-2'-(trifluoroacetylamido)-2'-deoxyuridine 
• 173170-12-2 2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil 
• 58-96-8 uridine 
• 725727-88-8 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)uridine 
• 3736-77-4 2,2'-Anhydrouridine 
• 26889-39-4 1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil 
• 51989-21-0 (2R,3R,4S,5R)-N-(2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)-2,2,2-trifluoroacetamide 
• 26929-65-7 2'-azido-2'-deoxyuridine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 174221-82-0 5'-O-(4,4'-dimethoxytrityl)-2'-N,3'-O-(2-(trichloromethyl)oxazolino)-2'-deoxy-1-(β-D-ribofuranosyl)uracil 

Downstream Products

• 118849-17-5 5'-O-(4,4'-dimethoxytrityl)-2'-(trifluoroacetylamido)-2'-deoxyuridine 
• 177980-12-0 5'-O-(4,4'-dimethoxytrityl)-2'-methoxyoxalylamido-2'-deoxyuridine 
• 725727-88-8 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)uridine 
• 801220-49-5 2′-amino-2′-deoxy-2′-N-(pyren-1-ylmethyl)-5′-O-(4,4′-dimethoxytrityl)uridine 
• 807370-40-7 2'-[N,N-bis(2-methoxyoxalylaminoethyl)aminoethyl]-5'-O-(4,4'-dimethoxytrityl)aminooxalylamino-2'-deoxyuridine 
• 850452-77-6 1-{3-[bis(2-hydroxyethyl)amino]-5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione 
• 173099-59-7 2-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-yl]-isoindole-1,3-dione 
• 851896-12-3 4-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-ylcarbamoyl]-butyric acid cyanomethyl ester 
• 851896-13-4 5-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-ylcarbamoyl]-pentanoic acid cyanomethyl ester 

Relevant academic research and scientific papers

Synthesis of functionalised nucleosides for incorporation into nucleic acid-based serine protease mimics

The synthesis of nucleosides modified with an extra imidazole, carboxyl and hydroxyl group is described. These nucleosides can be incorporated into an oligonucleotide duplex, thus generating a novel type of serine protease mimic.

Triphenylphosphinecarboxamide: An effective reagent for the reduction of azides and its application to nucleic acid detection

A series of triphenylphosphinecarboxamide (TPPc) derivatives were designed and synthesized as alternative reagents to triphenylphosphine for the facile reduction of azides. The TPPc derivatives performed as efficient reducing agents for the synthesis of primary amines without the need for an additional hydrolysis procedure. The TPPc derivatives were also applied to nucleic acid sensing using a RhAz-oligonucleotide conjugate in a DNA-templated fluorogenic reaction.

Monomers for oligonucleotide synthesis with linkers carrying reactive residues: II. The synthesis of phosphoamidites on the basis of uridine and cytosine and containing a linker with methoxyoxalamide groups in position 2′

A convenient preparative synthesis of 2′-amino-2′-deoxyuridine was developed. Starting from 2′-amino-2′-deoxyuridine and 2′-amino-2′-deoxycytidine, monomers for the phosphoamidite oligonucleotide synthesis were obtained that carry a linker with methoxyoxalamide groups in position 2′.

Efficient synthesis of 2′,3′-dideoxy-2′-amino-3′- thiouridine

Metal ion rescue experiments provide a powerful approach to establish the presence and role of divalent metal ions in the biological function of RNA. The utility of this approach depends on the availability of suitable nucleoside analogues. To expand the

Method of preparation of known and novel 2'-modified nucleosides by intramolecular nucleophilic displacement

A method for the preparation of 2'-modified nucleosides is provided. The method comprises a novel intramolecular nucleophilic displacement reaction. Included in the invention are novel 2'-modified pyrimidines and purines prepared according to the method of the invention, novel pyrimidines and purines bearing a 2',3' heterocyclic substituent and oligonucleotides containing said 2'-modified pyrimidines and purines. The 2'-modified nucleosides are useful as anti-viral and anti-neoplastic agents.

Synthesis of Phosphoramidite Building Blocks of 2′-Amino-2′-deoxyribonucleosides: New Compounds for Oligonucleotide Synthesis

The chemical synthesis of 2′-amino-2′-deoxyribonucleosides of uracil, cytosine, adenine, and guanine, and their conversion into suitably protected 3′-phosphoramidite building blocks 35-40 for oligonucleotide synthesis are described. The aglycone and the 2′-amino functions were protected using the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group. The synthesis of the 3′-?-succinyl (3′-?-(3-carboxypropanoyl))-substituted starting nucleoside 41 is described and its behavior examined in solution and on solid phase with regard to an anticipated migration during 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection. Oligonucleotides were prepared using the new building blocks, and their hybridization properties were studied by UV-melting techniques.

Synthesis of oligonucleotides containing 2'-azido-and 2'-amino-2'-deoxyuridine using phosphotriester chemistry

The phosphotriester method of oligonucleotide synthesis is shown to be useful for assembly of oligomers containing multiple internal 2'-azido substituents. Subsequent reduction of the azido group(s) with trialkylphosphines provides 2'-amino substituted oligonucleotides.

Novel nucleosides via intramolecular functionalization of 2,2'-anhydrouridine derivatives

The generation of novel ribonucleoside analogues derived from 2,2'-anhydrouridines by a 3'-hydroxyl directed intramolecular nucleophilic substitution of the 2'-position is described. The methodology allows for the efficient, regio- and stereoselective elaboration of the 2'-position, often under exceptionally mild reaction conditions.