17298-58-7

Basic information

• Product Name: 5'-methylthioinosine
• Synonyms: 5'-methylthioinosine
• CAS NO: 17298-58-7
• Molecular Formula: C11H14 N4 O4 S
• Molecular Weight: 298.32
• Mol File: 17298-58-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 686.7°Cat760mmHg
• Flash Point: 369.1°C
• Appearance: /
• Density: 1.85g/cm³
• CAS DataBase Reference: 5'-methylthioinosine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-methylthioinosine(17298-58-7)
• EPA Substance Registry System: 5'-methylthioinosine(17298-58-7)

Safety Data

• Hazardous Substances Data: 17298-58-7(Hazardous Substances Data)

Upstream product

• 2457-80-9 5'-Deoxy-5'-methylthioadenosine 
• 119771-17-4 2',3'-Di-O-acetyl-5'-deoxy-5'-(methylthio)adenosine 
• 58-61-7 adenosine 
• 53186-64-4 5'-O-tosyl-2',3'-isopropylidene-inosine 
• 5605-63-0 ((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate 
• 69660-30-6 9-((3aR,4R,6S,6aS)-2,2-dimethyl-6-((methylthio)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine 
• 362-75-4 2',3'-isopropylidene adenosine 

Relevant articles and documents

Structure of adenylthiomethylpentose.

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Deamination of 6-aminodeoxyfutalosine in menaquinone biosynthesis by distantly related enzymes

Proteins of unknown function belonging to cog1816 and cog0402 were characterized. Sav2595 from Steptomyces avermitilis MA-4680, Acel0264 from Acidothermus cellulolyticus 11B, Nis0429 from Nitratiruptor sp. SB155-2 and Dr0824 from Deinococcus radiodurans R1 were cloned, purified, and their substrate profiles determined. These enzymes were previously incorrectly annotated as adenosine deaminases or chlorohydrolases. It was shown here that these enzymes actually deaminate 6-aminodeoxyfutalosine. The deamination of 6-aminodeoxyfutalosine is part of an alternative menaquinone biosynthetic pathway that involves the formation of futalosine. 6-Aminodeoxyfutalosine is deaminated by these enzymes with catalytic efficiencies greater than 10 5 M-1 s-1, Km values of 0.9-6.0 μM, and kcat values of 1.2-8.6 s-1. Adenosine, 2′-deoxyadenosine, thiomethyladenosine, and S-adenosylhomocysteine are deaminated at least an order of magnitude slower than 6-aminodeoxyfutalosine. The crystal structure of Nis0429 was determined and the substrate, 6-aminodeoxyfutalosine, was positioned in the active site on the basis of the presence of adventitiously bound benzoic acid. In this model, Ser-145 interacts with the carboxylate moiety of the substrate. The structure of Dr0824 was also determined, but a collapsed active site pocket prevented docking of substrates. A computational model of Sav2595 was built on the basis of the crystal structure of adenosine deaminase and substrates were docked. The model predicted a conserved arginine after β-strand 1 to be partially responsible for the substrate specificity of Sav2595.

Nucleic acid related compounds. 82. Conversions of adenosine to inosine 5'-thioether derivatives with Aspergillus oryzae adenosine deaminase or alkyl nitrites. Substrate and inhibitory activities of inosine 5'-thioether derivatives with purine nucleoside

Adenosine derivatives lacking a 5'-hydroxyl group seldom act as alternative substrates of adenosine deaminases from calf intestine and other mammalian sources. A deaminase from Aspergillus oryzae deaminated adenosine 5'-thioether derivatives cleanly and m