DIHYDROFOLIC ACID Chemical Properties

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

pka

pKa 1.38(H2O t=25 I=0.10) (Occasionally);3.84(H2O t=25 I=0.10) (Occasionally)

form 

Solid

color 

Light Beige to Beige

BRN 

69017

Stability:

Air Sensitive, Hygroscopic, Temperature Sensitive

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

DIHYDROFOLIC ACID Usage And Synthesis

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

DIHYDROFOLIC ACID(4033-27-6)Related Product Information

• Glycine
• Vitamin B12
• Folic acid
• 2-[4-[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl-formyl-amino]benzoyl]aminopentanedioic acid
• Calcium levofolinate
• Calcium N5-methyltetrahydrofolate
• 5,10-DiforMyl-5,6,7,8-tetrahydro Folic Acid
• 10-Formylfolic Acid
• Folinic Acid IMpurity E
• 2-Amino-7-(chloromethyl)pteridin-4(1H)-one
• 2,4,5-Triamino-6-hydroxypyrimidine sulfate
• (S)-N-[4-[[(2-AMino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)Methyl]aMino]benzoyl]-L-glutaMic Acid
• 6-hydroxymethylpterin
• Folic Acid Impurity C
• 5-Methyl Tetrahedropteroic Acid (Mixture of DiastereoMers)
• folcysteine
• (2S)-2-[[4-[[(6S)-2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6- yl]methylamino]benzoyl]amino]pentanedioic acid
• 6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE