A natural precursor of dGTP
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2'-Deoxyguanosine 5'-monophosphate (sodium salt hydrate)

Item No. 16408

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2'-deoxy-5'-guanylic acid, disodium salt hydrate
CAS Number
146877-98-7
Synonyms
  • dGMP
Molecular Formula
C10H12N5O7P • 2Na [XH2O]
Formula Weight
391.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
O[C@H]1C[C@H](N2C=NC3=C2N=C(N)NC3=O)O[C@@H]1COP([O-])([O-])=O.[Na+].[Na+].O
InChi Code
InChI=1S/C10H14N5O7P.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t4-,5+,6+;;;/m0.../s1
InChi Key
HQSJCEYJAGVPJG-BIHLCPNHSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $54

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    1 g

    $85

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    5 g

    $341

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    Product Description

    2'-Deoxyguanosine 5'-monophosphate (dGMP) is used as a substrate of guanylate kinases to generate dGDP, which in turn is phosphorylated to dGTP, a nucleotide precursor used in DNA synthesis. In addition, dGMP can be efficiently phosphorylated by the type I thymidylate kinase of the malarial agent P. falciparum.1,2 In humans, deficiency of mitochondrial deoxyguanosine kinase, which synthesizes dGMP from ATP and deoxyguanosine, contributes to mitochondrial DNA depletion syndrome.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kandeel, M., Kitamura, Y., and Kitade, Y. The exceptional properties of Plasmodium deoxyguanylate pathways as a potential area for metabolic and drug discovery studies. Nucleic Acids Symp. Ser. (Oxf) 53, 39-40 (2009).

    2. Whittingham, J.L., Carrero-Lerida, J., Brannigan, J.A., et al. Structural basis for the efficient phosphorylation of AZT-MP (3'-azido-3'-deoxythymidine monophosphate) and dGMP by Plasmodium falciparum type I thymidylate kinase. Biochem. J. 428(3), 499-509 (2014).

    3. Taanman, J.W., Muddle, J.R., and Muntau, A.C. Mitochondrial DNA depletion can be prevented by dGMP and dAMP supplementation in a resting culture of deoxyguanosine kinase-deficient fibroblasts. Hum. Mol. Genet. 12(15), 1839-1845 (2003).

    4. Bulst, S., Abicht, A., Holinski-Feder, E., et al. In vitro supplementation with dAMP/dGMP leads to partial restoration of mtDNA levels in mitochondrial depletion syndromes. Hum. Mol. Genet. 18(9), 1590-1599 (2009).