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Merck

A5159

Sigma-Aldrich

Aminopterin

Hybri-Max, 50 ×, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

Synonym(e):

(S)-2-{4-[(2,4-Diaminopteridin-6-yl)-methylamino]-benzamido}-pentandisäure, 4-Amino-pteroyl-L-glutaminsäure, 4-Aminofolsäure, erythro-2-Amino-1-phenyl-1-propanol -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C19H20N8O5
CAS-Nummer:
Molekulargewicht:
440.41
Beilstein:
69045
EG-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.75

Biologische Quelle

synthetic

Qualitätsniveau

Qualität

Hybri-Max

Sterilität

γ-irradiated

Produktlinie

BioXtra

Form

lyophilized powder

Konzentration

50 ×

Methode(n)

cell culture | hybridoma: suitable

Verunreinigungen

endotoxin, tested

Löslichkeit

10 mL/vial, clear, red (in TC Medium)

ε (Extinktionskoeffizient)

24,500 at 282 nm in 0.1 M NaOH at 1 M
25,700 at 261 nm in 0.1 M NaOH at 1 M
8,100 at 373 nm in 0.1 M NaOH at 1 M

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1

InChI

1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1

InChIKey

TVZGACDUOSZQKY-LBPRGKRZSA-N

Angaben zum Gen

human ... FPGS(2356)
mouse ... Fpgs(14287)

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Anwendung

Aminopterin concentrate supplement for hybridoma cell culture applications.

Biochem./physiol. Wirkung

Folic acid antagonist. Aminopterin is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Aminopterin-polyglutamate is degraded intracellularly by γ-glutamyl hydrolase.

Verlinkung

Wirksamer aber auch toxischer als Methotrexat

Rekonstituierung

Reconstitute contents of vial with 10 mL sterile cell culture medium. Stock solution is sufficient to prepare 500 mL medium. Final working concentration: 0.4 μM aminopterin.

Rechtliche Hinweise

Hybri-Max is a trademark of Sigma-Aldrich Co. LLC

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Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

M Del Campo et al.
Teratology, 60(1), 10-12 (1999-07-21)
Maternal exposures to aminopterin and methotrexate have been associated with a pattern of malformation which includes prenatal-onset growth deficiency, severe lack of ossification of the calvarium, hypoplastic supraorbital ridges, small, low-set ears, micrognathia, and limb abnormalities. We report on a
A Rosowsky
Current medicinal chemistry, 6(4), 329-352 (1999-04-02)
Nonpolyglutamatable antifolates are potentially of therapeutic interest for the treatment of tumors that are inherently refractory, or have become resistant, to classical antifolates as a result of decreased expression of the enzyme folylpolyglutamate synthetase. An interesting class of water-soluble nonpolyglutamatable
Aleem Gangjee et al.
Journal of medicinal chemistry, 48(16), 5329-5336 (2005-08-05)
We report, for the first time, the biological activities of four-carbon-atom bridged classical antifolates on dihydrofolate reductase (DHFR), thymidylate synthase (TS), and folylpolyglutamate synthetase (FPGS) as well as antitumor activity. Extension of the bridge homologation studies of classical two-carbon bridged
Alan Menter et al.
The Journal of pharmacology and experimental therapeutics, 342(3), 696-708 (2012-06-02)
N-[4-[[(2,4-diamino-6-pterdinyl)methyl]amino]benzoyl]-L/D-glutamic acid (L/D-AMT) is an investigational drug in phase 1 clinical development that consists of the L-and D-enantiomers of aminopterin (AMT). L/D-AMT is obtained from a novel process for making the L-enantiomer (L-AMT), a potent oral antiinflammatory agent. The purpose
Sara C Hyoun et al.
Birth defects research. Part A, Clinical and molecular teratology, 94(4), 187-207 (2012-03-22)
Methotrexate and aminopterin are folic acid antagonists that inhibit dihydrofolate reductase, resulting in a block in the synthesis of thymidine and inhibition of DNA synthesis. Methotrexate has been used for the treatment of malignancy, rheumatic disorders, and psoriasis and termination

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