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Dihydrofolic acid (CAS 4033-27-6)

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Alternate Names:
7,8-Dihydropteroyl-L-glutamic acid; Dihydropteroyl-L-glutamic acid; FAH2
Application:
Dihydrofolic acid is an intermediate in purine and pyrimidine biosynthesis
CAS Number:
4033-27-6
Purity:
≥90%
Molecular Weight:
443.41
Molecular Formula:
C19H21N7O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Dihydrofolic acid is a derivative of Folic acid (sc-204758) with a saturation on the pteridine ring relative to the parent compound. Reduction of Dihydrofolic acid by dihydrofolate reductase produces Tetrahydrofolic acid (sc-215955), an important transformation in the biosynthesis pathway to purines and pyrimidines. Dihydrofolic acid is potentially useful as a reference in studying the inhibition of purine biosynthesis by compounds. Dihydrofolic acid is a substrate of DHFR.


Dihydrofolic acid (CAS 4033-27-6) References

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  2. Amplified gene location in chromosomal DNA affected recombinant protein production and stability of amplified genes.  |  Yoshikawa, T., et al. 2000. Biotechnol Prog. 16: 710-5. PMID: 11027161
  3. Preliminary application of liquid chromatography-electrospray-ionization mass spectrometry to the detection of 5-methyltetrahydrofolic acid monoglutamate in human plasma.  |  Nelson, BC., et al. 2001. J Chromatogr B Biomed Sci Appl. 765: 141-50. PMID: 11767307
  4. Folate requirements of the 2-keto-L-gulonic acid-producing strain Ketogulonigenium vulgare LMP P-20356 in L-sorbose/CSL medium.  |  Leduc, S., et al. 2004. Appl Microbiol Biotechnol. 65: 163-7. PMID: 15293031
  5. pH-Dependent radical scavenging activity of folates.  |  Gliszczyńska-Swigło, A. and Muzolf, M. 2007. J Agric Food Chem. 55: 8237-42. PMID: 17848080
  6. Mechanistic insights into folic acid-dependent vascular protection: dihydrofolate reductase (DHFR)-mediated reduction in oxidant stress in endothelial cells and angiotensin II-infused mice: a novel HPLC-based fluorescent assay for DHFR activity.  |  Gao, L., et al. 2009. J Mol Cell Cardiol. 47: 752-60. PMID: 19660467
  7. Cloning, expression and enzymatic properties analysis of dihydrofolate reductase gene from the silkworm, Bombyx mori.  |  Wang, W., et al. 2012. Mol Biol Rep. 39: 10285-91. PMID: 23065260
  8. Controlling enzyme inhibition using an expanded set of genetically encoded amino acids.  |  Zheng, S. and Kwon, I. 2013. Biotechnol Bioeng. 110: 2361-70. PMID: 23568807
  9. Methotrexate-gelonin conjugate - an inhibitor of MCF-7 cells expressing the dihydrofolate receptor.  |  Badr, M., et al. 2014. Biol Chem. 395: 1461-6. PMID: 25205711
  10. The folA gene from the Rickettsia endosymbiont of Ixodes pacificus encodes a functional dihydrofolate reductase enzyme.  |  Bodnar, JL., et al. 2018. Ticks Tick Borne Dis. 9: 443-449. PMID: 29284564
  11. Discovery of Selective Toxoplasma gondii Dihydrofolate Reductase Inhibitors for the Treatment of Toxoplasmosis.  |  Hopper, AT., et al. 2019. J Med Chem. 62: 1562-1576. PMID: 30624926
  12. Simultaneous Control of Endogenous and User-Defined Genetic Pathways Using Unique ecDHFR Pharmacological Chaperones.  |  Ramadurgum, P., et al. 2020. Cell Chem Biol. 27: 622-634.e6. PMID: 32330442
  13. A quantitative metabolomics assay targeting 14 intracellular metabolites associated with the methionine transsulfuration pathway using LC-MS/MS in breast cancer cells.  |  Jiao, Z., et al. 2022. J Chromatogr B Analyt Technol Biomed Life Sci. 1205: 123314. PMID: 35772357
  14. The effect of methotrexate on intracellular folate pools in human MCF-7 breast cancer cells. Evidence for direct inhibition of purine synthesis.  |  Allegra, CJ., et al. 1986. J Biol Chem. 261: 6478-85. PMID: 3700401
  15. Tetrahydrofolate and other growth requirements of certain strains of Ruminococcus flavefaciens.  |  Slyter, LL. and Weaver, JM. 1977. Appl Environ Microbiol. 33: 363-9. PMID: 557955

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dihydrofolic acid, 10 mg

sc-214895
10 mg
$163.00

Dihydrofolic acid, 25 mg

sc-214895A
25 mg
$302.00

Dihydrofolic acid, 100 mg

sc-214895B
100 mg
$1012.00