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A5159

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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PackungsgrößeSKUVerfügbarkeitPreis
10 vials
Warenkorb auf Verfügbarkeit prüfen
€ 167,00

Über diesen Artikel

Empirische Formel (Hill-System):
C19H20N8O5
CAS-Nummer:
Molekulargewicht:
440.41
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
NACRES:
NA.75
EC Number:
200-209-9
Beilstein/REAXYS Number:
69045

€ 167,00


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biological source

synthetic

Quality Level

grade

Hybri-Max

sterility

γ-irradiated

product line

BioXtra

form

lyophilized powder

concentration

50 ×

technique(s)

cell culture | hybridoma: suitable

impurities

endotoxin, tested

solubility

10 mL/vial, clear, red (in TC Medium)

ε (extinction coefficient)

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

shipped in

dry ice

storage temp.

−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

InChI key

TVZGACDUOSZQKY-LBPRGKRZSA-N

Gene Information

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

Application

Aminopterin concentrate supplement for hybridoma cell culture applications.

Biochem/physiol Actions

Folsäure Antagonist
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.

Preparation Note

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.

Other Notes

Wirksamer aber auch toxischer als Methotrexat

Legal Information

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

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Dieser Artikel
A3411A9666SBR00016
technique(s)

cell culture | hybridoma: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | hybridoma: suitable

technique(s)

-

form

lyophilized powder

form

powder

form

lyophilized powder

form

liquid

sterility

γ-irradiated

sterility

-

sterility

γ-irradiated

sterility

-

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

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

Lagerklasse

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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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



Global Trade Item Number

SKUGTIN
A5159-10VL04061833375518

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