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Chemical Compound Review

SureCN8030     2-[[4-[(2-amino-4-oxo- 5,6,7,8-tetrahydro...

Synonyms: SureCN4535490, HMDB01846, AC1L1ASH, AR-1J1194, AC1Q5SG4, ...
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Disease relevance of tetrahydropteroyl mono-L-glutamate


High impact information on tetrahydropteroyl mono-L-glutamate

  • Primary structure and tetrahydropteroylglutamate binding site of rabbit liver cytosolic 5,10-methenyltetrahydrofolate synthetase [4].
  • Erythrocyte methylfolates (mono- to hexaglutamate-5CH3H4PteGlu1-6), formylfolates (tri- to pentaglutamate-5CHOH4PteGlu3-5),formiminotetrahydrofolate (formiminoH4PteGlu1), unsubstituted tetrahydrofolate (H4PteGlu1), andpara-aminobenzoylglutamate (P-ABG) have been measured by HPLC with fluorescence detection [5].
  • Furthermore, the apparent equilibrium between substrate (5CH3H4PteGlu1) and product (H4PteGlu1) of methionine synthase is significantly associated with the abundance of 5CHOH4PteGlu5 (r = -0.53, 99% CI -0. 79, -0.11, P = 0.0018) [5].
  • 10-Formyltetrahydrofolate dehydrogenase (10-FTH-FDH: EC catalyzes the NADP(+)-dependent oxidation of 10-formyltetrahydrofolate (10-HCO-H4PteGlu) to tetrahydrofolate (H4PteGlu) and CO2 and the NADP(+)-independent hydrolytic cleavage of 10-HCO-H4PteGlu to H4PteGlu and formate [6].
  • In the absence of vitamin B12, exposure to 5-methyl-H4PteGlu resulted in 154 +/- 17 pmol/mg 5-methyl-H4PteGlu along with only 8 +/- 5 pmol/mg 10-formyl-H4PteGlu and 4 +/- 2 pmol/mg H4PteGlu, thus demonstrating the marked dependence on vitamin B12 for the metabolism of 5-methyl-H4PteGlu to the other intracellular folates [7].

Chemical compound and disease context of tetrahydropteroyl mono-L-glutamate


Biological context of tetrahydropteroyl mono-L-glutamate


Anatomical context of tetrahydropteroyl mono-L-glutamate

  • This increase was at the expense of a decrease in different folate derivatives in different tissues--in bone marrow cells, kidney, and liver 5-HCO-H4PteGlu, 10-HCO-H4PteGlu, and H4PteGlu decreased; in brain only H4PteGlu decreased significantly [10].

Associations of tetrahydropteroyl mono-L-glutamate with other chemical compounds


Gene context of tetrahydropteroyl mono-L-glutamate


  1. Characterization of the pools of 5,10-methylenetetrahydrofolates and tetrahydrofolates in xenografts of human colon adenocarcinoma. Houghton, J.A., Williams, L.G., Radparvar, S., Houghton, P.J. Cancer Res. (1988) [Pubmed]
  2. Crystal structure at 2.4 A resolution of E. coli serine hydroxymethyltransferase in complex with glycine substrate and 5-formyl tetrahydrofolate. Scarsdale, J.N., Radaev, S., Kazanina, G., Schirch, V., Wright, H.T. J. Mol. Biol. (2000) [Pubmed]
  3. Cobalamin dependent methionine synthesis and methyl-folate-trap in human vitamin B12 deficiency. Sauer, H., Wilmanns, W. Br. J. Haematol. (1977) [Pubmed]
  4. Primary structure and tetrahydropteroylglutamate binding site of rabbit liver cytosolic 5,10-methenyltetrahydrofolate synthetase. Maras, B., Stover, P., Valiante, S., Barra, D., Schirch, V. J. Biol. Chem. (1994) [Pubmed]
  5. Folate-homocysteine interrelations: potential new markers of folate status. Lucock, M.D., Daskalakis, I., Schorah, C.J., Lumb, C.H., Oliver, M., Devitt, H., Wild, J., Dowell, A.C., Levene, M.I. Mol. Genet. Metab. (1999) [Pubmed]
  6. Enzymatic activities of rat liver cytosol 10-formyltetrahydrofolate dehydrogenase. Cook, R.J., Wagner, C. Arch. Biochem. Biophys. (1995) [Pubmed]
  7. Intracellular metabolism of 5-methyltetrahydrofolate and 5-formyltetrahydrofolate in a human breast-cancer cell line. Voeller, D.M., Allegra, C.J. Cancer Chemother. Pharmacol. (1994) [Pubmed]
  8. Effect of vitamin B12 deficiency on phosphatidylethanolamine methylation in rat liver. Akesson, B., Fehling, C., Jägerstad, M. Br. J. Nutr. (1978) [Pubmed]
  9. Identification of 10-formyltetrahydrofolate, tetrahydrofolate and 5-methyltetrahydrofolate as major reduced folate derivatives in rat bile. Shin, H.C., Shimoda, M., Kokue, E., Takahashi, Y. J. Chromatogr. (1993) [Pubmed]
  10. Effect of nitrous oxide inactivation of vitamin B12 on the levels of folate coenzymes in rat bone marrow, kidney, brain, and liver. Wilson, S.D., Horne, D.W. Arch. Biochem. Biophys. (1986) [Pubmed]
  11. l-Threonine aldolase, serine hydroxymethyltransferase and fungal alanine racemase. A subgroup of strictly related enzymes specialized for different functions. Contestabile, R., Paiardini, A., Pascarella, S., di Salvo, M.L., D'Aguanno, S., Bossa, F. Eur. J. Biochem. (2001) [Pubmed]
  12. The metabolic consequences of vitamin B-12/methionine deficiency in rats. Davidson, G.E., Weir, D.G., Scott, J.M. Biochim. Biophys. Acta (1975) [Pubmed]
  13. Folylpolyglutamates as substrates and inhibitors of folate-dependent enzymes. Matthews, R.G., Ghose, C., Green, J.M., Matthews, K.D., Dunlap, R.B. Adv. Enzyme Regul. (1987) [Pubmed]
  14. Methods for thymidylate synthase pharmacodynamics: serial biopsy, free and total TS, FdUMP and dUMP, and H4PteGlu and CH2-H4PteGlu assays. Spears, C.P., Gustavsson, B.G. Adv. Exp. Med. Biol. (1988) [Pubmed]
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