81246-82-4

Basic information

• Product Name: 5'-DMT-RIBO ADENOSINE (N-BZ)
• Synonyms: N6-Benzoyl-5'-O-(4,4'-dimethoxytrityl)adenosine;N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]adenosine;N6-Benzoyl-5'-O-DMT-adenosine;DTN-006 5'-O-(4,4'-DiMethoxytrityl)-N6-benzoyl-adenosine;5'-DMT-Bz-rA;5'-O-DMT-N6-Bz Adenosine;N6-Bz-DMT-Ar;Adenosine,N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-
• CAS NO: 81246-82-4
• Molecular Formula: C₃₈H₃₅N₅O₇
• Molecular Weight: 673.71
• EINECS: 2017-001-1
• Mol File: 81246-82-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.36
• Storage Temp.: Store dry at 2-8°C
• PKA: 7.87±0.43(Predicted)
• CAS DataBase Reference: 5'-DMT-RIBO ADENOSINE (N-BZ)(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-DMT-RIBO ADENOSINE (N-BZ)(81246-82-4)
• EPA Substance Registry System: 5'-DMT-RIBO ADENOSINE (N-BZ)(81246-82-4)

Safety Data

• Hazardous Substances Data: 81246-82-4(Hazardous Substances Data)

Usage

General Description

As a specific chemical compound, 5'-DMT-RIBO ADENOSINE (N-BZ), also known as N-benzoylated-5'-O-(4,4'-dimethoxytriphenylmethyl)-adenosine, does not have much public information available. However, it appears to be a type of modified adenosine, a nucleoside that plays a broad role in biochemistry such as in energy transfer as adenosine triphosphate (ATP) and adenosine diphosphate (ADP), and in signaling pathways as cyclic adenosine monophosphate, cAMP. The 5'-DMT part indicates that it has been chemically modified with a DMT (Dimethoxytrityl) protecting group, while N-Bz (N-Benzoyl) indicates another modification with a benzoyl group. This kind of chemical alteration is often used in the study of nucleosides. Nonetheless, further details about this specific chemical like its use or properties would likely be better provided by a professional chemist or biochemist.

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 4546-55-8 N-benzoyladenosine 
• 4005-49-6 N-benzoyladenine 
• 98-88-4 benzoyl chloride 
• 1348775-39-2 adenosine 

Downstream Products

• 129451-68-9 N⁶-benzoyl-5'-O-dimethoxytrityladenosine 2',3'-cyclic phosphoromorpholidite 
• 132055-13-1 Carbonic acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yl ester tert-butyl ester 
• 96026-71-0 4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yl ester 
• 110764-72-2 N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-O^2'-methyladenosine 
• 127212-38-8 N⁶-benzoyl-5'-O-dimethoxytrityl-3'-O-methyl-3'-deoxyadenosine 
• 312709-96-9 N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(RS)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 
• 133465-48-2 C₅₂H₄₃N₅O₉ 
• 86731-66-0 5'-O-dimethoxytrityl-N⁶,3'-O-dibenzoyladenosine 
• 1031809-74-1 C₅₉H₄₇N₅O₁₀ 
• 1244972-18-6 5'-DMTr-2'-(S)-(2-methyl-2-methoxyethyloxy)-adenosine-N-benzoyl 
• 171486-55-8 C₄₁H₃₇N₅O₇ 
• 1309592-53-7 N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 
• 1309592-55-9 2'-TIPS-3'-levulinyl-N-benzoyl-adenosine 

Relevant articles and documents

CYCLIC DINUCLEOTIDE COMPOUND AND USES THEREOF

Provided are a compound of formula (I), an optical isomer thereof, a pharmaceutically acceptable salt thereof, uses of said compound acting as a STING agonist.

CYCLIC DINUCLEOTIDES AS AGONISTS OF STIMULATOR OF INTERFERON GENE DEPENDENT SIGNALLING

Disclosed herein are new cyclic dinucleotide compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of modulation of immune response to disease, and induce Stimulator of Interferon Genes (STING) dependent type I interferon production and co-regulated genes in a human or animal subject are also provided for the treatment diseases such as cancer, particularly metastatic solid tumors and lymphomas, inflammation, allergic and autoimmune disease, infectious disease, and for use as anti-viral agents and vaccine adjuvants.

Synthesis of Nucleosides through Direct Glycosylation of Nucleobases with 5-O-Monoprotected or 5-Modified Ribose: Improved Protocol, Scope, and Mechanism

Simplifying access to synthetic nucleosides is of interest due to their widespread use as biochemical or anticancer and antiviral agents. Herein, a direct stereoselective method to access an expansive range of both natural and synthetic nucleosides up to a gram scale, through direct glycosylation of nucleobases with 5-O-tritylribose and other C5-modified ribose derivatives, is discussed in detail. The reaction proceeds through nucleophilic epoxide ring opening of an in situ formed 1,2-anhydrosugar (termed “anhydrose”) under modified Mitsunobu reaction conditions. The scope of the reaction in the synthesis of diverse nucleosides and other 1-substituted riboside derivatives is described. In addition, a mechanistic insight into the formation of this key glycosyl donor intermediate is provided.