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D7006

Sigma-Aldrich

Dihydrofolic acid

≥90%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C19H21N7O6
Numéro CAS:
4033-27-6
Poids moléculaire :
443.41
Numéro Beilstein :
69017
Numéro MDL:
MFCD00083619
Code UNSPSC :
12352106
ID de substance PubChem :
24894068
Nomenclature NACRES :
NA.79

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥90%

Forme

powder

Couleur

light yellow to dark yellow-orange

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

OZRNSSUDZOLUSN-LBPRGKRZSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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.

Actions biochimiques/physiologiques

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).

Conditionnement

Sealed ampule.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
James L Bodnar et al.
Ticks and tick-borne diseases, 9(3), 443-449 (2017-12-30)
Although nonpathogenic bacterial endosymbionts have been shown to contribute to their arthropod host's fitness by supplying them with essential vitamins and amino acids, little is known about the nutritional basis for the symbiotic relationship of endosymbionts in ticks. Our lab
David T Manallack
Journal of molecular modeling, 14(9), 797-805 (2008-05-27)
This study employed surface-based properties for use in the superimposition of three series of molecules. The properties used were derived from semiempirical molecular orbital calculations and can be related to the physics of intermolecular interactions. In each case, the superimposition
Z Attias et al.
Endocrine-related cancer, 13(2), 571-581 (2006-05-27)
The insulin-like growth factor-I receptor (IGF-IR) has an important role in colorectal cancer development and progression. IGF-IR displays a potent anti-apoptotic activity and is overexpressed in primary tumors and colon cancer-derived cell lines. Folic acid, a member of the vitamin
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