7-Methylguanosine

7-Methylguanosine (m7G) is a modified purine nucleoside. It is a methylated version of guanosine and when found in human urine, it may be a biomarker of some types of cancer. In the RNAs, 7-methylguanosine have been used to study and examine the reaction evolving methylguanosine. It also plays a role in mRNA as a blocking group at its 5´-end.[1]

7-Methylguanosine
Names
IUPAC name
7-Methylguanosin-7-ium
Systematic IUPAC name
2-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium
Other names
N7-Methylguanosine; 2-Amino-1,6-dihydro-7-methyl-6-oxo-9-β-D-ribofuranosylpurinium
Identifiers
3D model (JSmol)
Abbreviations m7G; m7G
ChEBI
ChemSpider
UNII
  • InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1 checkY
    Key: OGHAROSJZRTIOK-KQYNXXCUSA-O checkY
  • InChI=1/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1
    Key: OGHAROSJZRTIOK-UJMNIJGGBX
  • O=C3/N=C(/N)Nc1c3n(c[n+]1[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO)C
Properties
C11H16N5O5
Molar mass 298.279 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

See also

References
  1. Reynaud, C; Bruno, C; Boullanger, P; Grange, J; Barbesti, S; Niveleau, A (1992). "Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies". Cancer Letters. 61 (3): 255–62. doi:10.1016/0304-3835(92)90296-8. PMID 1739950.


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