Skip to Content
MilliporeSigma

Skip To

A1784

Aminopterin

synthetic (organic), ≥97% (TLC), dihydrofolate reductase inhibitor, powder

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Size/SKUAvailabilityPrice
50 mg
Check Cart for Availability
$407.00
100 mg
Check Cart for Availability
$649.00
1 g
Check Cart for Availability
$3,130.00

About This Item

Empirical Formula (Hill Notation):
C19H20N8O5
CAS Number:
Molecular Weight:
440.41
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
EC Number:
200-209-9
Beilstein/REAXYS Number:
69045
Form:
powder

$407.00


Check Cart for Availability

​
Request a Custom Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Product Name

Aminopterin, powder

biological source

synthetic (organic)

Quality Segment

description

Purity (≥98%)

form

powder

color

light yellow to yellow-brown

solubility

2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.)

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

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)

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.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

More potent, but more toxic, than methotrexate.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
A3411A51591414025
description

powder

description

powder, BioReagent, suitable for cell culture

description

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

description

United States Pharmacopeia (USP) Reference Standard

form

powder

form

powder

form

lyophilized powder

form

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

solubility

2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.)

solubility

2 M NaOH: 50 mg/mL, DMSO: soluble

solubility

10 mL/vial, clear, red (in TC Medium)

solubility

-

color

light yellow to yellow-brown

color

yellow

color

-

color

-

Gene Information

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

Gene Information

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

Gene Information

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

Gene Information

-


Still not finding the right product?

Explore all of our products under Aminopterin


Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

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 (personal protective equipment)

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



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library




Questions

Reviews

No rating value

Active Filters