21082-30-4

Basic information

• Product Name: 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosyl-
• Synonyms: 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosyl-;9-N-ribofuranosyluric acid
• CAS NO: 21082-30-4
• Molecular Formula: C₁₀H₁₂N₄O₇
• Molecular Weight: 300.2249
• Mol File: 21082-30-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.96g/cm³
• Refractive Index: 1.765
• CAS DataBase Reference: 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosyl-(21082-30-4)
• EPA Substance Registry System: 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosyl-(21082-30-4)

Safety Data

• Hazardous Substances Data: 21082-30-4(Hazardous Substances Data)

Usage

Molecular Structure

1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosylis a chemical compound consisting of a purine base and a ribose sugar attached to it.

Derivative

It is a derivative of the nucleoside adenosine.

Role in Nucleic Acids

It is an important component of DNA and RNA, as it forms the nucleotide adenosine monophosphate (AMP).

Biochemical Processes

1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-9-beta-D-ribofuranosylplays crucial roles in various biochemical processes, including energy transfer and signal transduction within cells.

Component of ATP

It is a key component in the structure of ATP, the primary energy carrier in cells.

Physiological and Biochemical Processes

It is involved in a range of physiological and biochemical processes within the body.

InChI:InChI=1/C10H12N4O7/c15-1-2-4(16)5(17)8(21-2)14-6-3(11-10(14)20)7(18)13-9(19)12-6/h2,4-5,8,15-17H,1H2,(H,11,20)(H2,12,13,18,19)/t2-,4-,5-,8-/m1/s1

Upstream product

• 102562-19-6 2',3',5'-tri-O-acetyl-9-β-D-ribofuranosyl uric acid 
• 102562-17-4 2',3'-di-O-acetyl-2,6,8-tris<(p-nitrophenyl)ethoxy>-9-(β-D-ribofuranosyl)-9H-purine 
• 102604-08-0 2',3',5'-tri-O-acetyl-8-bromo-O⁶-<2(-p-nitrophenyl)ethyl>guanosine 
• 102604-04-6 2',3',5'-tri-O-acetyl-8-bromo-O⁶-<2-(p-nitrophenyl)ethyl>xanthosine 
• 102562-11-8 2',3',5'-tri-O-acetyl-8-bromo-O²,O⁶-bis<2-(p-nitrophenyl)ethyl>xanthosine 
• 102562-12-9 2',3',5'-tri-O-acetyl-2,6-bis<2-(p-nitrophenyl)ethoxy>-9-(β-D-ribofuranosyl)-7H-purin-8(9H)-one 
• 102562-13-0 2',3',5'-tri-O-acetyl-2,6,8-tris<2-(p-nitrophenyl)ethoxy>-9-(β-D-ribofuranosyl)-9H-purine 
• 118-00-3 G 
• 15717-45-0 2',3',5'.-tri-O-acetyl-8-bromoguanosine 
• 3868-36-8 8-(benzyloxy)guanosine 
• 3868-37-9 8-benzyloxy-xanthosine 
• 4016-63-1 8-bromoguanosine 
• 3868-37-9 8-(benzyloxy)xanthosine 

Downstream Products

• 118-00-3 G 

Relevant articles and documents

Oxidation of 9-β-d-ribofuranosyl uric acid by one-electron oxidants versus singlet oxygen and its implications for the oxidation of 8-oxo-7,8-dihydroguanosine

Uric acid, a cellular antioxidant, undergoes oxidation in the presence of one-electron oxidants as well as singlet oxygen. In the present work, the oxidation pathways and products formed from oxidation of the uric acid nucleoside are compared to the more commonly studied uric acid free base. A wider distribution of products, including allantoin, urea, caffolide, and 5-carboxamido-5-hydroxyhydantoin nucleosides, are formed when the N9 position of uric acid is glycosylated. The oxidation pathways share some features in common with the oxidation of 8-oxo-7,8-dihydroguanosine, but the additional spectrum of products implies that the combination of oxidative and deaminative damage to guanosine may lead to a more complex set of DNA lesions than originally described.

Purine and 8-Substituted Purine Arabinofuranosyl and Ribofuranosyl Nucleoside Derivatives as Potential Inducers of the Differentiation of the Friend Erythroleuukemia

Several antimetabolites have been demonstrated to have the capacity to initiate differentiation in vitro of a variety of leukemic cell lines.To explore the structural requirements for this activity, a series of purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives were synthesized and tested as inducers of the differentiation of Friend murine erythroleukemia cells. 9-(β-D-Arabinofuranosyl)hypoxanthine and 6-(hydroxyamino)-9-(β-D-arabinofuranosyl)purine were effective inducers of maturation, producing 82percent and 74percent benzidine-positive cells, a measure of the number of cells synthesizing hemoglobin. 6-Mercapto-9-(β-D-ribofuranosyl)purine and 6-(methylmercapto)-9-(β-D-ribofuranosyl)purine and their corresponding β-D-arabinofuranosyl derivatives were also effective initiators of maturation, causing approximately 50percent of the cell population to assume a differentiated phenotype.

Synthetic nucleosides and nucleotides. 3. On the syntheses of several 2,6,8-trisubstituted purine ribonucleosides.

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