177980-10-8

Basic information

• Product Name: Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-
• Synonyms: 5'-O-dimethoxytrityl-2'-azido-2'-deoxyuridine;5'-O-(4,4'-dimethoxytrityl)-2'-azido-2'-deoxyuridine;2’-azido-2’-deoxyuridine;2'-azido-5'-O-dimethoxytrityl-2'-deoxyuridine;2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine
• CAS NO: 177980-10-8
• Molecular Formula: C30H29N5O7
• Molecular Weight: 571.59
• Mol File: 177980-10-8.mol

Chemical Properties

• CAS DataBase Reference: Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-(177980-10-8)
• EPA Substance Registry System: Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-(177980-10-8)

Safety Data

• Hazardous Substances Data: 177980-10-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyis used as a research tool for studying the structure and function of nucleic acids. Its unique modification allows scientists to investigate the interactions and properties of RNA, providing insights into the fundamental mechanisms of genetic information processing.
Used in the Development of Nucleoside Analogs:
Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyis used as a precursor in the development of nucleoside analogs, which have potential applications in antiviral and anticancer therapies. The modified structure of the compound may offer novel therapeutic properties, making it a valuable asset in the search for new treatments for viral infections and cancer.
Used in RNA Modification and Functional Studies:
Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyis used as a modifier in RNA to study the effects of structural changes on its function. By incorporating Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy- into RNA molecules, researchers can explore the impact of specific modifications on RNA stability, folding, and interactions with other biomolecules, contributing to a deeper understanding of RNA biology.
Used in Biochemical and Molecular Biology Research:
In the field of biochemical and molecular biology research, Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy- is used as a reagent to probe the mechanisms of RNA processing and regulation. Its unique chemical properties enable the investigation of various enzymatic activities, such as RNA synthesis, modification, and degradation, providing valuable information for the development of targeted therapies and diagnostic tools.

Upstream product

• 58-96-8 uridine 
• 31501-46-9 (2S,3S,3aR,9aS)-3-hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2,3’:4,5]oxazolo[3,2-a]pyrimidin-6-one 
• 3736-77-4 2,2'-Anhydrouridine 
• 174221-86-4 5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 26929-65-7 2'-azido-2'-deoxyuridine 
• 173170-12-2 2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil 

Downstream Products

• 1092661-31-8 5'-O-dimethoxytrityl-2'-[(dodecanoyl)amino]-2'-deoxyuridine 
• 1528642-08-1 2'-azido-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-4-(1,2,4-triazol-1-yl)uridine 
• 1528642-20-7 2'-azido-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N₄-(allyloxycarbonylaminoethyl)cytidine 
• 1528642-23-0 2'-amino-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N₄-(allyloxycarbonylaminoethyl)cytidine 
• 1528642-26-3 2'-(anthraquinone-2-ylcarboxamido)-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N₄-(allyloxycarbonylaminoethyl)cytidine 
• 1350452-71-9 5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(pyrene-1-yl)-carboxamidomethyl-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-76-4 3'-O-(N,N-diisopropylamino-2-cyanoethoxyphosphinyl)-5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(pyrene-1-yl)-carboxamidomethyl-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-68-4 5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(pyrene-1-yl)-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-73-1 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-(4,4'-dimethoxytrityl)-2'-(4-(pyren-1-yl)-1,2,3-triazole-1-yl)-2′-deoxyuridine 
• 1350452-72-0 3'-O-(N,N-diisopropylamino-2-cyanoethoxyphosphinyl)-5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(2,2,2-trifluoroacetamido-methyl)-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-67-3 5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(2,2,2-trifluoroacetamidomethyl)-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-70-8 5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-{2-(pyrene-1-yl)ethyl}-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1350452-69-5 5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(pyrene-1-ylcarbonyl)-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine 
• 1278593-90-0 3'-O-(P-(2-cyanoethoxy)-N,N-diisopropylaminophosphinyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-2'-(4-(thymin-1-ylmethyl)-1,2,3-triazole-1-yl)uridine 

Relevant articles and documents

A direct comparison of azide and nitrile vibrational probes

The synthesis of 2′-azido-5-cyano-2′-deoxyuridine, N 3CNdU (1), from trityl-protected 2′-amino-2′-deoxyuridine was accomplished in four steps with a 12.5% overall yield. The IR absorption positions and profiles of the azide and nitrile group of

Three-pronged probes: High-affinity DNA binding with cap, β-alanines and oligopyrrolamides

TPP oligonucleotides: Hybridization probes that interrogate target sequences through base pairing, stacking on the terminus, and binding in the minor groove are presented (see figure). All subunits of the probes contribute to the target affinity, leading

2′-Lipid-modified oligonucleotides via a 'Staudinger-Vilarrasa' reaction

We report a new access to 2′-amido-2′-deoxyuridine via a Staudinger-Vilarrasa coupling reaction for the preparation of lipid-modified oligonucleotides. One or two lipidic moieties were inserted within the oligonucleotidic sequence (LONs) leading to a repertoire of original antagomir-like molecules targeting micro RNA (miRNA or miR). Melting temperature (Tm) experiments revealed that the stability of the duplexes depends on the lipid position and the number of lipid moieties inserted within the oligonucleotide sequence. Single lipid conjugations of positions 11 and 19 of LONs targeting miR-122 do not destabilize the duplexes.

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.

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′.

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.