An active metabolite of folic acid
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Dihydrofolic Acid

Item No. 32750

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid
CAS Number
4033-27-6
Synonyms
  • NSC 165989
Molecular Formula
C19H21N7O6
Formula Weight
443.4
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 5 mg/ml
λmax
222, 281 nm
SMILES
O=C1C2=C(NC(N)=N1)NCC(CNC3=CC=C(C=C3)C(N[C@H](C(O)=O)CCC(O)=O)=O)=N2
InChi Code
InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1
InChi Key
OZRNSSUDZOLUSN-LBPRGKRZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Dihydrofolic acid is an active metabolite of folic acid (Item No. 20515) and an intermediate in the biosynthesis of both purines and pyrimidines.1,2 It is formed via the NADH-dependent reduction of folic acid by dihydrofolate reductase (DHFR).2 Dihydrofolic acid (10, 50, and 100 µg/ml) reduces insulin-like growth factor 1 receptor (IGF-1R) promotor activity in a cell-based reporter assay.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Futterman, S. Enzymatic reduction of folic acid and dihydrofolic acid to tetrahydrofolic acid. The Journal of Biological Chemisty 228(2), 1031-1038 (1957).

    2. López, C.A., and Menendez, J.C. Antimetabolites. Medicinal Chemistry of Anticancer Drugs 9-52 (2008).

    3. Attias, Z., Werner, H., and Vaisman, N. Folic acid and its metabolites modulate IGF-I receptor gene expression in colon cancer cells in a p53-dependent manner. Endocr. Relat. Cancer 13(2), 571-581 (2006).