M1G (pyrimido[1,2-a]purin-10(3H)-one) is a heterocyclic compound which is a by-product of base excision repair (BER) of a specific type of DNA adduct called M1dG. The M1dG adduct in turn is formed by a condensation reaction between guanosine nucleotides in DNA and either malondialdehyde (propanedial) [1] or acrolein.[2] If not repaired, these adducts are mutagenic and carcinogenic.
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IUPAC name
Pyrimido[1,2-a]purin-10(3H)-one
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3D model (JSmol)
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MeSH | C107643 |
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CompTox Dashboard (EPA)
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Properties | |
C8H5N5O | |
Molar mass | 187.162 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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Malondialdehyde is an end product of lipid peroxidation[2] while acrolein is a result of DNA peroxidation.[3]
M1dG is the major endogenous DNA adduct in humans. M1dG adducts have been detected in cell DNA in liver, leucocytes, pancreas and breast in concentrations of 1-120 per 108 nucleotides.[1] Detection and quantification of M1dG adducts in the body as measured by free M1G is a tool for detecting DNA damage that may lead to cancer. Free M1G is also biomarker for oxidative stress.[1]