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D7006

Sigma-Aldrich

Dihydrofolsäure

≥90%

Synonym(e):

7,8-Dihydropteroyl-L-glutaminsäure

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About This Item

Empirische Formel (Hill-System):
C19H21N7O6
CAS-Nummer:
4033-27-6
Molekulargewicht:
443.41
Beilstein:
69017
MDL-Nummer:
MFCD00083619
UNSPSC-Code:
12352106
PubChem Substanz-ID:
24894068
NACRES:
NA.79

Biologische Quelle

synthetic (organic)

Qualitätsniveau

200

Assay

≥90%

Form

powder

Farbe

light yellow to dark yellow-orange

Lagertemp.

−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

InChIKey

OZRNSSUDZOLUSN-LBPRGKRZSA-N

Angaben zum Gen

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

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Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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).

Verpackung

Verschweisste Ampulle

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Preisangaben

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Sigma-Aldrich

47612

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Calciumfolinat European Pharmacopoeia (EP) Reference Standard

C0250000

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7,8-Dihydro-L-biopterin ≥94% (HPLC)

Sigma-Aldrich

37272

7,8-Dihydro-L-biopterin

2-Ethylpyridin 97%

Sigma-Aldrich

112429

2-Ethylpyridin

NADPH powder, =97% (dry weight)

Roche

NADPH-RO

NADPH

vibrant-m

Y0000664

Methotrexat Unreinheit E

Xingju Song et al.
Scientific reports, 7(1), 514-514 (2017-04-02)
The larval stage of Echinococcus granulosus causes cystic echinococcosis (CE), a neglected tropical disease that leads to morbidity and mortality in humans and livestock worldwide. Here, we identified and characterized dihydrofolate reductase (Eg-DHFR) from E. granulosus, and evaluated its potential
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
Tobias Sahr et al.
The Biochemical journal, 396(1), 157-162 (2006-02-10)
pABA (p-aminobenzoate) is a precursor of folates and, besides esterification to glucose, has no other known metabolic fate in plants. It is synthesized in two steps from chorismate and glutamine, the first step being their conversion into glutamate and ADC
Nina M Antikainen et al.
Biochemistry, 44(51), 16835-16843 (2005-12-21)
Ensemble kinetics and single-molecule fluorescence microscopy were used to study conformational transitions associated with enzyme catalysis by dihydrofolate reductase (DHFR). The active site loop of DHFR was labeled with a fluorescence quencher, QSY35, at amino acid position 17, and the
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