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nebularine
purine ribonucleoside

Supplier Sponsors

CAS Number: 550-33-4Picture of molecule3D/inchi
FDA UNII: B8B604PS4P
Nikkaji Web:J1.609H
Beilstein Number:0091539
MDL:MFCD00022819
XlogP3:-0.70 (est)
Molecular Weight:252.23044000
Formula:C10 H12 N4 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Nebularine 98%
Glentham Life Sciences
9-(b-D-Ribofuranosyl)purine
Santa Cruz Biotechnology
For experimental / research use only.
Nebularine
Sigma-Aldrich: Sigma
For experimental / research use only.
Nebularine ≥98%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for nebularine usage levels up to:
 not for fragrance use.
 
Recommendation for nebularine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68368
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
Chemidplus:0000550334
RTECS:UO9100000 for cas# 550-33-4
 
References:
 (2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68368
Pubchem (cas):550-33-4
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C01736
HMDB (The Human Metabolome Database):HMDB29956
FooDB:FDB001236
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 clitocybe nebularis
Search PMC Picture
 
Synonyms:
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
 purine ribonucleoside
9H-purine, 9-beta-D-ribofuranosyl-
9-(beta-D-ribofuranosyl)purine
 ribosylpurine
 

Articles:

PubMed:Effect of nucleobase change on cytosine deamination through DNA photo-cross-linking reaction via 3-cyanovinylcarbazole nucleoside.
PubMed:Versatile synthesis and biological evaluation of novel 3'-fluorinated purine nucleosides.
PubMed:C2-substituted aromatic cytokinin sugar conjugates delay the onset of senescence by maintaining the activity of the photosynthetic apparatus.
PubMed:A novel nucleoside from the edible mushroom, Tricholoma japonicum.
PubMed:Synthesis of new nebularine analogues and their inhibitory activity against adenosine deaminase.
PubMed:Diacarperoxide S, new norterpene cyclic peroxide from the sponge Diacarnus megaspinorhabdosa.
PubMed:Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: palladium mediated cross-coupling of organozinc halides with 6-chloropurine nucleosides.
PubMed:Coumarin-purine ribofuranoside conjugates as new agents against hepatitis C virus.
PubMed:Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors.
PubMed:Isolation and biochemical characterization of delta-aminolevulinic acid dehydratase from Streptomyces yokosukanensis ATCC 25520.
PubMed:Modulation of AMP deaminase in rat hearts subjected to ischemia and reperfusion by purine riboside.
PubMed:Chemical Constituents of the Fruiting Bodies of Clitocybe nebularis and Their Antifungal Activity.
PubMed:Characterization of the metallocenter of rabbit skeletal muscle AMP deaminase. A new model for substrate interactions at a dinuclear cocatalytic Zn site.
PubMed:Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius.
PubMed:Cytokinins inhibit epiphyllous plantlet development on leaves of Bryophyllum (Kalanchoë) marnierianum.
PubMed:Crystal structure of Staphylococcus aureus tRNA adenosine deaminase TadA in complex with RNA.
PubMed:Binding of MutS mismatch repair protein to DNA containing UV photoproducts, "mismatched" opposite Watson--Crick and novel nucleotides, in different DNA sequence contexts.
PubMed:Electrochemical detection of lesions in DNA.
PubMed:Human UP1 as a model for understanding purine recognition in the family of proteins containing the RNA recognition motif (RRM).
PubMed:The assignment of downfield proton resonances in an enzyme inhibitor complex using time-dependent saturation transferred NOEs.
PubMed:The NMR studies of substituent effects on the N-H...N hydrogen bond in duplex DNA using 2'-deoxynebularine and 15N labeled 5-substituted-2'-deoxyuridine base pairs.
PubMed:Substrate analogues for an RNA-editing adenosine deaminase: mechanistic investigation and inhibitor design.
PubMed:Involvement of gibberellin and cytokinin in the formation of embryogenic cell clumps in carrot (Daucus carota).
PubMed:[Purine nucleoside phosphorylase (PNP)].
PubMed:Amino acid- and purine ribonucleoside-induced germination of Bacillus anthracis DeltaSterne endospores: gerS mediates responses to aromatic ring structures.
PubMed:The cytotoxic effect of purine riboside on COS-7 cells.
PubMed:Recognition of GT mismatches by Vsr mismatch endonuclease.
PubMed:Crystallization and preliminary analysis of bovine adenosine deaminase.
PubMed:Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds.
PubMed:The design and synthesis of inhibitors of adenosine 5'-monophosphate deaminase.
PubMed:ATP depletion, purine riboside triphosphate accumulation and rat thymocyte death induced by purine riboside.
PubMed:Characterization of hydrogen bonding in the complex of adenosine deaminase with a transition state analogue: a Raman spectroscopic study.
PubMed:Nebularine (9-2'-deoxy-beta-D-ribofuranosylpurine) has the template characteristics of adenine in vivo and in vitro.
PubMed:Synthesis, antiproliferative and antiviral activity of imidazo[4,5-d]isothiazole nucleosides as 5:5 fused analogs of nebularine and 6-methylpurine ribonucleoside.
PubMed:Synthesis and evaluation of 6-(dibromomethyl)-5-nitropyrimidines as potential antitumor agents.
PubMed:Site-directed mutagenesis of active site glutamate-217 in mouse adenosine deaminase.
PubMed:DNA determinants and substrate specificities of Escherichia coli MutY.
PubMed:Net uptake of orthophosphate in Ehrlich ascites tumor cells in the presence of purine riboside may be rate limiting for the expansion of the pool of ribonucleotides.
PubMed:Importance of specific guanosine N7-nitrogens and purine amino groups for efficient cleavage by a hammerhead ribozyme.
PubMed:Hypersensitivity of an enzyme reaction to solvent water.
PubMed:S-adenosylhomocysteine hydrolase from Acinetobacter calcoaceticus: purification and partial characterization.
PubMed:Inhibition of adenosine deaminase by azapurine ribonucleosides.
PubMed:A transition state in pieces: major contributions of entropic effects to ligand binding by adenosine deaminase.
PubMed:New hypoxanthine nucleosides with RNA antiviral activity.
PubMed:The role of the exocyclic amino groups of conserved purines in hammerhead ribozyme cleavage.
PubMed:The rate of formation of transition-state analogues in the active site of adenosine deaminase is encounter-controlled: implications for the mechanism.
PubMed:Kinetic properties of the common electrophoretic variants of human S-adenosylhomocysteine hydrolase (AHCY): the effect of four nucleoside analogue inhibitors.
PubMed:Antitumor properties of 2(1H)-pyrimidinone riboside (zebularine) and its fluorinated analogues.
PubMed:Inhibition of axenically grown Entamoeba histolytica by purine nucleoside analogs and actions of natural nucleosides.
PubMed:Structure-activity relationship of ligands of human plasma adenosine deaminase2.
PubMed:Preparative purification of adenosine deaminase from human erythrocytes by affinity chromatography.
PubMed:Synthesis, antiproliferative, and antiviral activity of certain 4-substituted and 4,5-disubstituted 7-[(1,3-dihydroxy-2-propoxy)methyl]pyrrolo[2,3-d]pyrimidines.
PubMed:Enzymatic synthesis of purine 2'-deoxyriboside and its properties as an inhibitor of adenosine deaminases from calf intestinal mucosa and Bacillus cereus.
PubMed:Contribution of a single hydroxyl group to transition-state discrimination by adenosine deaminase: evidence for an "entropy trap" mechanism.
PubMed:Major enhancement of the affinity of an enzyme for a transition-state analog by a single hydroxyl group.
PubMed:Transition-state stabilization by adenosine deaminase: 1,6-addition of water to purine ribonucleoside, the enzyme's affinity for 6-hydroxy-1,6-dihydropurine ribonucleoside, and the effective concentration of substrate water at the active site.
PubMed:Antiviral activities and the mechanism of 9-beta-D-ribofuranosyl-6-alkylthiopurines on several RNA viruses from animals.
PubMed:Selective killing of glucose-deprived hypoxic cells by hyperthermia. I. Protection by purine ribonucleosides.
PubMed:Treatment of schistosomiasis by purine nucleoside analogues in combination with nucleoside transport inhibitors.
PubMed:Metabolism of adenosine analogues by Schistosoma mansoni and the effect of nucleoside transport inhibitors.
PubMed:Affinity difference of adenosine deaminases for the purine riboside-epoxyactivated Sepharose 6B column.
PubMed:Guanine and adenine analogues as tools in the investigation of the mechanisms of mismatch repair in E. coli.
PubMed:Oligonucleotide duplexes containing inosine, 7-deazainosine, tubercidin, nebularine and 7-deazanebularine as substrates for restriction endonucleases HindII, SalI and TaqI.
PubMed:Germination of Bacillus cereus spores induced by purine ribosides and their analogs: effects of modification of base and sugar moieties of purine nucleosides on germination-inducing activity.
PubMed:[Protection of cells by nucleoside transport inhibitor combined with nebularine and the therapeutic effect on transplantable mouse tumors].
PubMed:Occurrence of S-adenosylhomocysteine hydrolase in prokaryote cells. Characterization of the enzyme from Alcaligenes faecalis and role of the enzyme in the activated methyl cycle.
PubMed:Fast atom bombardment combined with tandem mass spectrometry for the determination of nucleosides.
PubMed:Adenosine deaminase: solvent isotope and pH effects on the binding of transition-state and ground-state analogue inhibitors.
PubMed:alpha-Oxyalkylation and alpha-amidoalkylation of nebularine tri-O-benzoate via homolytic processes.
PubMed:Dextran-linked purine nucleosides as substrates and inhibitors of adenosine deaminase.
PubMed:Purine catabolism in plants : purification and some properties of inosine nucleosidase from yellow lupin (lupinus luteus L.) seeds.
PubMed:Circular dichroism changes in adenosine deaminase upon substrate analog binding.
PubMed:Synthesis of 6- and 8-alkynylated purines and their ribonucleosides by the coupling of halopurines with alkynes.
PubMed:Treatment of mouse neoplasms with high doses of tubercidin.
PubMed:Therapy of mouse leukemia L1210 with combinations of nebularine and nitrobenzylthioinosine 5'-monophosphate.
PubMed:Adenosine analogues as substrates and inhibitors of S-adenosylhomocysteine hydrolase.
PubMed:Protection of mice against lethal dosages of nebularine by nitrobenzylthioinosine, an inhibitor of nucleoside transport.
PubMed:Cryptofluorescent analogs of cobalamin coenzymes: synthesis and characterization.
PubMed:Effects of purine riboside on nucleic acid synthesis in ascites cells.
PubMed:Conformations of the nucleoside analogs formycin, 2-azaadenosine, and nebularine in solution.
PubMed:Substrate specificity of ribosomal peptidyltransferase. Effect of modification in the heterocyclic, carbohydrate and amino acid moiety of 2'(3')-O-L-phenylalanyladenosine.
PubMed:Improved methods for the study of drug effects on purine metabolism and their application to nebularine and 7-deazanebularine.
PubMed:Synthesis in nucleoside antibiotics. II. Facile synthesis of nebularine and its analogs by a modified fusion procedure.
PubMed:A new synthesis of nebularine and 7-D-ribofuranosylpurine (synthesis in nucleoside antibiotics. I.
PubMed:PURINE NUCLEOSIDES. IX. THE SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES.
PubMed:STUDIES ON SYNTHETIC NUCLEOSIDES. IV. A NEW SYNTHETIC METHOD OF PYRIMIDINE AND PURINE RIBOSIDES.
PubMed:A POSSIBLE MECHANISM OF THE TRANSFORMATION OF PURINE RIBONUCLEOSIDE TO DEOXYRIBONUCLEOSIDE.
PubMed:Purine ribonucleoside and deoxyribonucleoside phosphorylase in human erythrocytes.
PubMed:Characterization of a new purine riboside isolated from Fusarium species.
PubMed:A study of the metabolism of purine riboside.
PubMed:The relationship between the cleavage of purine ribosides by bacterial spores and the germination of the spores.
PubMed:The synthesis of 9-beta-D-ribofuranosylpurine and the identity of nebularine.
PubMed:Utilization of some purine riboside derivatives by Lactobacillus casei.
PubMed:[Phosphorolysis and hydrolysis of purine ribosides by enzymes from yeast].
PubMed:The enzymatic synthesis of purine ribosides.
 
Notes:
None found
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