Aminopterin

SIGMA/A3411 - powder, BioReagent, suitable for cell culture

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

CAS Number: 54-62-6
Empirical Formula (Hill Notation): C₁₉H₂₀N₈O₅
Molecular Weight: 440.41
EC Number: 200-209-9
MDL Number: MFCD00036692
Linear Formula: C₁₉H₂₀N₈O₅
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A3411-10MG	10 mg	$96.70 1/EA	Add To Favorites
45-A3411-25MG	25 mg	$189.00 1/EA	Add To Favorites
45-A3411-100MG	100 mg	$614.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

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
assay	≥97%
biological source	synthetic (organic)
color	yellow
form	powder
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
product line	BioReagent
Quality Level	200
shipped in	dry ice
SMILES string	Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
solubility	2 M NaOH: 50 mg/mL
	DMSO: soluble
storage temp.	−20°C
technique(s)	cell culture \| mammalian: suitable

Application:	Aminopterin has been used in the production of anti- neurogranin antibodies.
Biochem/physiol Actions:	Aminopterin is found to inhibit growth, embryogenesis and has toxic effects in mice models. It serves as a abortifacient. Aminopterin is known to reduce the effects of acute leukemia in children.
Biochem/physiol Actions:	Folic acid antagonist that binds to dihydrofolate reductase and inhibits its activity.
Biochem/physiol Actions:	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.
Other Notes:	More potent, but more toxic, than methotrexate.

Symbol	GHS06,GHS08
Signal word	Danger
Hazard statements	H300 - H360FD
Precautionary statements	P201 - P202 - P264 - P270 - P280 - P301 + P310
Hazard Codes	T+
Risk Statements	61-28
Safety Statements	53-28-36/37-45
RIDADR	UN 2811 6.1 / PGI
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97%
Storage Temp.	−20°C
UNSPSC	12352205

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