Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

Crotonosid 6-amino-9-[(2R,3R,4S,5R)-3,4- dihydroxy-5...

Synonyms: Crotonoside, Isoguanosine, Bio-0849, CCRIS 8240, CHEMBL1688963, ...

Kim, J.H. et al., Golas, T. et al., Moroz, O.V. et al., Blume, A.J. et al., Johnson, S.C. et al.

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High impact information on C08432

2. Homogenate NS20 adenylate cyclase activity was increased 2.5- to 4-fold by addition of 200 muM adenosine, 2-chloroadenosine, 2-hydroxyadenosine, or 8-methylaminoadenosine [1].
Analysis of the structure of the Sulfolobus MazG points to 2-hydroxyadenosine (isoguanosine) triphosphate, a product of oxidative damage of ATP, as the most likely substrate [2].
For site-specific labeling and room-temperature decoding, we use an additional base pair constructed from isoguanosine and isocytidine [3].
This paper describes the isolation of isoguanosine from Croton tiglium L. and its cytotoxic effect against several tumor cell lines in culture and newly reports that isoguanosine has an antitumor activity against implanted S-180 ascitic tumor mice [4].

Analytical, diagnostic and therapeutic context of C08432

In acid medium, spectral and potentiometric titrations demonstrated the existence of more than one transition in the pH range 6-12, with accompanying protonation of the isoguanosine residues [5].

References

Mouse neuroblastoma adenylate cyclase. Adenosine and adenosine analogues as potent effectors of adenylate cyclase activity. Blume, A.J., Foster, C.J. J. Biol. Chem. (1975) [Pubmed]
Dimeric dUTPases, HisE, and MazG belong to a new superfamily of all-alpha NTP pyrophosphohydrolases with potential "house-cleaning" functions. Moroz, O.V., Murzin, A.G., Makarova, K.S., Koonin, E.V., Wilson, K.S., Galperin, M.Y. J. Mol. Biol. (2005) [Pubmed]
Multiplexed genetic analysis using an expanded genetic alphabet. Johnson, S.C., Marshall, D.J., Harms, G., Miller, C.M., Sherrill, C.B., Beaty, E.L., Lederer, S.A., Roesch, E.B., Madsen, G., Hoffman, G.L., Laessig, R.H., Kopish, G.J., Baker, M.W., Benner, S.A., Farrell, P.M., Prudent, J.R. Clin. Chem. (2004) [Pubmed]
Isolation of isoguanosine from Croton tiglium and its antitumor activity. Kim, J.H., Lee, S.J., Han, Y.B., Moon, J.J., Kim, J.B. Arch. Pharm. Res. (1994) [Pubmed]
Preparation and properties of an analogue of poly(A) and poly(G): poly(isoguanylic acid). Golas, T., Fikus, M., Kazimierczuk, Z., Shugar, D. Eur. J. Biochem. (1976) [Pubmed]

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