Key Documents

Aminopterin

Name: Aminopterin
Brand: SIGMA
Price: 184 CAD

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

Synonym(s):

(S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid

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Pack Size	SKU	Availability	Price
10 vials		Check Cart for Availability	$184.00

About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₀N₈O₅

CAS Number:

54-62-6

Molecular Weight:

440.41

PubChem Substance ID:

24890950

UNSPSC Code:

12352205

MDL number:

MFCD00036692

NACRES:

NA.75

EC Number:

200-209-9

Beilstein/REAXYS Number:

69045

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Properties

biological source

synthetic

Quality Level

200

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)

Description

Application

Aminopterin concentrate supplement for hybridoma cell culture applications.

Biochem/physiol Actions

Folic acid antagonist that binds to dihydrofolate reductase and inhibits its activity.

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

More potent, but more toxic, than methotrexate.

Legal Information

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

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Show Differences

1 of 1

This Item	A3411	A9666	SBR00016
Sigma-Aldrich A5159 Aminopterin	Sigma-Aldrich A3411 Aminopterin	Sigma-Aldrich A9666 Azaserine-Hypoxanthine 50x	Sigma-Aldrich SBR00016 Aminopterin Ready Made Solution
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

GHS06,GHS08

signalword

Danger

hcodes

H300,H315,H319,H341,H360FD

pcodes

P202 - P264 - P270 - P301 + P310 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number

0000456867

0000448408

0000427039

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Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.

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

Identification of an active, well-tolerated dose of pralatrexate in patients with relapsed or refractory cutaneous T-cell lymphoma.

Steven M Horwitz et al.

Blood, 119(18), 4115-4122 (2012-03-08)

Systemic treatment for cutaneous T-cell lymphoma (CTCL) involves the use of less aggressive, well-tolerated therapies. Pralatrexate is a novel antifolate with high affinity for reduced folate carrier-1. A dose de-escalation strategy identified recommended pralatrexate dosing for patients with CTCL that

Developmental delay in fetal aminopterin/methotrexate syndrome.

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

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Global Trade Item Number

SKU	GTIN
A5159-10VL	04061833375518
A5159-1VL	04061837031915

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