Deoxyguanosine triphosphate

Deoxyguanosine triphosphate[1] (dGTP) is a nucleoside triphosphate, and a nucleotide precursor used in cells for DNA synthesis. The substance is used in the polymerase chain reaction technique, in sequencing, and in cloning. It is also the competitor of inhibition onset by acyclovir in the treatment of HSV virus.[2]

Deoxyguanosine triphosphate
Skeletal formula of deoxyguanosine triphosphate
Space-filling model of the deoxyguanosine triphosphate anion
Names
IUPAC name
2′-Deoxyguanosine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.018.080
UNII
  • InChI=1S/C10H16N5O13P3/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 checkY
    Key: HAAZLUGHYHWQIW-KVQBGUIXSA-N checkY
  • O=P(O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n1cnc2c1NC(=N/C2=O)\N)C[C@@H]3O
Properties
C10H16N5O13P3
Molar mass 507.181023
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

References
  1. Nelson, David L.; Cox, Michael M. (2005). Principles of Biochemistry (4th ed.). New York: W. H. Freeman. ISBN 0-7167-4339-6.
  2. Furman PA, Lambe CU, Nelson DJ (July 1982). "Effect of acyclovir on the deoxyribonucleoside triphosphate pool levels in Vero cells infected with herpes simplex virus type 1". Am. J. Med. 73 (1A): 14–7. doi:10.1016/0002-9343(82)90056-0. PMID 6285704.


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