21238-36-8
Chemical Structure
8-Oxo-GTP
Synonym(s): 8-Hydroxyguanosine triphosphate
- CAS No.: 21238-36-8
- Formula:C10H16N5O15P3
- Molecular Weight:539.18
IUPAC Name: ((2R,3S,4R,5R)-5-(2-amino-8-hydroxy-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
InChIKey: JCHLKIQZUXYLPW-UMMCILCDSA-N
SMILES: O[C@H]1[C@@H](O)[C@H](N2C(N=C(N)NC3=O)=C3N=C2O)O[C@@H]1COP(OP(OP(O)(O)=O)(O)=O)(O)=O
Biological Activity: 8-Oxo-GTP (8-Hydroxyguanosine triphosphate) is an oxidized guanine nucleotide, produced by reactive oxygen species (ROS). 8-Oxo-GTP serves as a substrate for MutT protein, GTP cyclohydrolase II, Mycobacterium tuberculosis MutT1, and Mycobacterium tuberculosis Rv1700, which hydrolyze it to corresponding nucleoside monophosphates or diphosphates. 8-Oxo-GTP causes detrimental effects including mutations and mistranslation when incorporated into nucleic acids. 8-Oxo-GTP can be used for the research of cancer and tuberculosis[1][2][3].
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8-Oxo-GTP | 8-Oxo-GTP (8-Hydroxyguanosine triphosphate) is an oxidized guanine nucleotide, produced by reactive oxygen species (ROS). 8-Oxo-GTP serves as a substrate for MutT protein, GTP cyclohydrolase II, Mycobacterium tuberculosis MutT1, and Mycobacterium tuberculosis Rv1700, which hydrolyze it to corresponding nucleoside monophosphates or diphosphates. 8-Oxo-GTP causes detrimental effects including mutations and mistranslation when incorporated into nucleic acids. 8-Oxo-GTP can be used for the research of cancer and tuberculosis. | |||||||||||||||||||||
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References
- [1]. Kobayashi M, et al. Potential of Escherichia coli GTP cyclohydrolase II for hydrolyzing 8-oxo-dGTP, a mutagenic substrate for DNA synthesis. J Biol Chem. 1998;273(41):26394-26399. [Content Brief]
- [2]. Patil AG, et al. Mycobacterium tuberculosis MutT1 (Rv2985) and ADPRase (Rv1700) proteins constitute a two-stage mechanism of 8-oxo-dGTP and 8-oxo-GTP detoxification and adenosine to cytidine mutation avoidance. J Biol Chem. 2013;288(16):11252-11262. [Content Brief]
- [3]. Kim HJ, et al. 8-oxo-7,8-dihydroguanosine triphosphate(8-oxoGTP) down-regulates respiratory burst of neutrophils by antagonizing GTP toward Rac, a small GTP binding protein. Free Radic Res. 2007;41(6):655-662. [Content Brief]
