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D7006

Sigma-Aldrich

Dihydrofolic acid

≥90%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C19H21N7O6
Número CAS:
4033-27-6
Peso molecular:
443.41
Beilstein:
69017
Número MDL:
MFCD00083619
Código UNSPSC:
12352106
ID de substância PubChem:
24894068
NACRES:
NA.79

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥90%

forma

powder

cor

light yellow to dark yellow-orange

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

OZRNSSUDZOLUSN-LBPRGKRZSA-N

Informações sobre genes

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

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Categorias relacionadas

Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

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).

Embalagem

Sealed ampule.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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Calcium folinate European Pharmacopoeia (EP) Reference Standard

C0250000

Calcium folinate

7,8-Dihydro-L-biopterin ≥94% (HPLC)

Sigma-Aldrich

37272

7,8-Dihydro-L-biopterin

2-Ethylpyridine 97%

Sigma-Aldrich

112429

2-Ethylpyridine

NADPH powder, =97% (dry weight)

Roche

NADPH-RO

NADPH

vibrant-m

Y0000664

Methotrexate impurity 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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