Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

D7006

Sigma-Aldrich

Dihydrofolic acid

≥90%

Synonym(s):

7,8-Dihydropteroyl-L-glutamic acid, Dihydropteroyl-L-glutamic acid, FAH2

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C19H21N7O6
CAS Number:
4033-27-6
Molecular Weight:
443.41
Beilstein:
69017
MDL number:
MFCD00083619
UNSPSC Code:
12352106
PubChem Substance ID:
24894068
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

200

Assay

≥90%

form

powder

color

light yellow to dark yellow-orange

storage temp.

−20°C

SMILES string

NC1=NC(=O)C2=C(NCC(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=N2)N1

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

Gene Information

human ... DHFRP1(573971)
mouse ... Dhfr(13361)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

Application

Dihydrofolic acid has been used in diaphorase-coupled assay for dihydrofolate reductase (DHFR) activity. It has also been used as a component in assay buffer to determine dihydrofolate reductase (DHFR) activity.

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).

Packaging

Sealed ampule.

related product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000406761
0000397548
0000385525
0000371612
0000366397

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Drugging the Folate Pathway in Mycobacterium tuberculosis: The Role of Multi-targeting Agents
Hajian B, et al.
Cell Chemical Biology (2019)
Anna Gliszczyńska-Swigło et al.
Journal of agricultural and food chemistry, 55(20), 8237-8242 (2007-09-13)
Folic acid (FA) is used, in many countries, in nutritional supplements or for the fortification of cereals and their products. It is also used in vitamin pills. Recently, it was reported that folates may act as antioxidants; therefore, in the
Discovery of Selective Toxoplasma gondii Dihydrofolate Reductase Inhibitors for the Treatment of Toxoplasmosis
Hopper AT, et al.
Journal of Medicinal Chemistry, 62(3), 1562-1576 (2019)
T Yoshikawa et al.
Biotechnology and bioengineering, 74(5), 435-442 (2001-06-28)
In previous work, we clarified the relationship between the productivity and stability of gene-amplified cells and the location of the amplified gene. The location of the amplified gene enabled us to classify resistant cells into two types. One type of
Sri Rama Koti Ainavarapu et al.
Biophysical journal, 89(5), 3337-3344 (2005-08-16)
We use single-molecule force spectroscopy to demonstrate that the mechanical stability of the enzyme dihydrofolate reductase (DHFR) is modulated by ligand binding. In the absence of bound ligands, DHFR extends at very low forces, averaging 27 pN, without any characteristic
View All Related Papers

Articles

Folic Acid Metabolism in Cancer

Cancer research innovations address the complexity of the disease, providing advanced technologies for varied applications.

Folic Acid Metabolism in Cancer

Cancer research innovations address the complexity of the disease, providing advanced technologies for varied applications.

Folic Acid Metabolism in Cancer

Biofiles reviews innovative technologies for cancer research, reflecting the complexity of the disease.

Folic Acid Metabolism in Cancer

Cancer research innovations address the complexity of the disease, providing advanced technologies for varied applications.

See All

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service