Deoxyguanosine monophosphate

Deoxyguanosine monophosphate (dGMP), also known as deoxyguanylic acid or deoxyguanylate in its conjugate acid and conjugate base forms, respectively, is a derivative of the common nucleic acid guanosine triphosphate (GTP), in which the –OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been reduced to just a hydrogen atom (hence the "deoxy-" part of the name). It is used as a monomer in DNA.[1]

Deoxyguanosine monophosphate
Skeletal formula of deoxyguanosine monophosphate
Space-filling model of the deoxyguanosine monophosphate anion
Names
IUPAC name
2′-Deoxyguanylic acid
Systematic IUPAC name
[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.011.808
UNII
  • InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 ☒N
    Key: LTFMZDNNPPEQNG-KVQBGUIXSA-N ☒N
  • InChI=1/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1
    Key: LTFMZDNNPPEQNG-KVQBGUIXBV
  • C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(N=C3O)N)COP(=O)(O)O)O
Properties
C10H14N5O7P
Molar mass 347.2243
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. Müller, Sabine (2008-09-08). Nucleic Acids from A to Z. John Wiley & Sons. ISBN 9783527622535.


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