| Identification | Back Directory | [Name]
DIHYDROFOLIC ACID | [CAS]
4033-27-6 | [Synonyms]
FAH2
dihydrofolate
DIHYDROFOLIC ACID
Folinic Acid EP Impurity G
Levofolinate EP Impurity G
7,8-Dihydrofolic acid (DHF)
DIHYDROPTEROYL-L-GLUTAMIC ACID
Folic Acid 7,8-Dihydro Impurity
Impurity G of Calcium Levofolinate
7,8-DIHYDROPTEROYL-L-GLUTAMIC ACID
Folinic Acid Impurity G (7,8-Dihydrofolic Acid)
Folinic Acid EP Impurity G (7,8-Dihydrofolic Acid)
Dihydrofolic acid
7,8-Dihydropteroyl-L-glutaMic acid
7,8-Dihydropteroyl-L-glutamic acid, Dihydropteroyl-L-glutamic acid, FAH2
Folic acid impurity 2/Folinic Acid EP Impurity G/Dihydrofolic acid/7,8-Dihydrofolic Acid
N-[4-[[(2-aMino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)Methyl]aMino]benzoyl]-L-GlutaMic acid
2-[4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid
N-[4-[[[(2-Amino-1,4,5,6-tetrahydro-4-oxopteridin)-6-yl]methyl]amino]benzoyl]-L-glutamic acid
L-Glutamic acid, N-[4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-
(S)-2-(4-(((2-aMino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)Methyl)aMino)benzaMido)pentanedioic acid | [Molecular Formula]
C19H21N7O6 | [MDL Number]
MFCD00083619 | [MOL File]
4033-27-6.mol | [Molecular Weight]
443.41 |
| Chemical Properties | Back Directory | [Melting point ]
>160°C (dec.) | [density ]
1.69±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
0.1 M NaOH: 10 mg/mL, slightly hazy, orange
| [form ]
Solid | [pka]
pKa 1.38(H2O t=25 I=0.10) (Occasionally);3.84(H2O t=25 I=0.10) (Occasionally) | [color ]
Light Beige to Beige | [BRN ]
69017 | [Stability:]
Air Sensitive, Hygroscopic, Temperature Sensitive |
| Hazard Information | Back Directory | [Uses]
antidote to methotrexate toxicity | [Uses]
Dihydrofolic Acid is an intermediate in mammalian conversion of dietary folic acid to tetrahydrofolate by dihydrofolate reductase (DHFR). Folic acid (FA) and Dihydrofolic acid (FAH2) are substrates of
dihydrofolate reductase(s) which reduce them to tetrahydrofolate (THF). | [Definition]
ChEBI: Dihydrofolic acid is a folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a dihydrofolate(2-). | [General Description]
Intermediate in mammalian conversion of dietary folic acid to tetrahydrofolate by dihydrofolate reductase (DHFR). In bacteria, dihydrofolic acid is generated from 7,8-dihydropteroate by dihydrofolate synthetase. | [Biochem/physiol Actions]
Folic acid (FA) and dihydrofolic acid (FAH2) are substrates of dihydrofolate reductase(s) which reduce them to tetrahydrofolate (THF), which in turn supports ‘one carbon′ transfer. Tetrahydrofolates are required for de novo synthesis of purines, thymidylic acid and various amino acids and for post-translational methylation (epigenetics). | [Purification Methods]
DHFA is best purified by suspending (1g mostly dissolved)) in ice-cold sodium ascorbate (300mL of 10% at pH 6.0, prepared by adjusting the pH of 30g of sodium ascorbate in 150mL of H2O by adding 1N NaOH dropwise using a gla |
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