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.
For research use only. We do not sell to patients.
- CAS No.: 21238-36-8
- Formula: C10H16N5O15P3
- Molecular Weight:539.18
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
8-Oxo-GTP (15-100 μM; 30 min) is efficiently hydrolyzed to 8-Oxo-GMP by purified and histidine-tagged recombinant Escherichia coli GTP cyclohydrolase II with an apparent Km of 21 μM and a Kcat of 4.0 min-1, at a rate higher than that of GTP hydrolysis[1].
8-Oxo-GTP (250 μM; 30 min) is converted to 8-oxo-GDP by purified MtuMutT1 at 37 °C[2].
8-Oxo-GTP (250 μM; 30 min) is converted to 8-oxo-GDP and 8-oxo-GMP by purified MtuMutT1 and Rv1700 together at 37 °C[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 21238-36-8
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Molecular Weight 539.18
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Formula C10H16N5O15P3
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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
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Synonyms
8-Hydroxyguanosine triphosphate
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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ROS/oxidative-stress fluorescent staining
ROS/oxidative-stress fluorescent staining uses cell-permeant fluorogenic probes that become fluorescent after oxidation inside cells or tissues; commonly used examples include DCFH-DA/DCFDA for broad cellular oxidant detection, DHE for superoxide-related signal detection, MitoSOX for mitochondrial superoxide-related signal detection, and CellROX probes for oxidative-stress-associated fluorescence readouts. The assay detects probe oxidation rather than a single ROS species unless the probe and analysis method have been chemically validated for that species. DCFH-DA enters cells, is deacetylated by intracellular esterases to DCFH, and produces fluorescent DCF after oxidation, so the readout is used as an operational measure of total cellular oxidative stress rather than a species-specific ROS measurement. DHE and MitoSOX can report superoxide-related oxidation, but red fluorescence alone can include non-specific ethidium-like oxidation products; HPLC or optimized spectral approaches are
Purity & Documentation
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]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
8-Oxo-GTP Related Classifications
HY-131597 Related Classifications
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