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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

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7,8-Dihydro-L-biopterin ≥94% (HPLC)

Sigma-Aldrich

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Sigma-Aldrich

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2-Ethylpyridin

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vibrant-m

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Methotrexat Unreinheit E

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
Karunesh Arora et al.
Journal of the American Chemical Society, 131(15), 5642-5647 (2009-03-28)
Conformational changes in enzymes are well recognized to play an important role in the organization of the reactive groups for efficient catalysis. This study reveals atomic and energetic details of the conformational change process that precedes the catalytic reaction of
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
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
T Yoshikawa et al.
Biotechnology progress, 16(5), 710-715 (2000-10-12)
Previously, we established an easy and quick construction method for obtaining a stable and highly productive gene-amplified recombinant Chinese hamster ovary (CHO) cell line. With a gradual increase in methotrexate (MTX) concentration, gene-amplified cell pools had high and stable specific
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