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Merck
모든 사진(1)

문서

A3411

Sigma-Aldrich

Aminopterin

powder, BioReagent, suitable for cell culture

동의어(들):

(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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About This Item

실험식(Hill 표기법):
C19H20N8O5
CAS Number:
Molecular Weight:
440.41
Beilstein:
69045
EC Number:
UNSPSC 코드:
12352205
PubChem Substance ID:
NACRES:
NA.75

생물학적 소스

synthetic (organic)

Quality Level

제품 라인

BioReagent

분석

≥97%

형태

powder

기술

cell culture | mammalian: suitable

색상

yellow

solubility

2 M NaOH: 50 mg/mL
DMSO: soluble

ε (흡광계수)

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

배송 상태

dry ice

저장 온도

−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

유전자 정보

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

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애플리케이션

Aminopterin has been used in the production of anti- neurogranin antibodies.

생화학적/생리학적 작용

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.
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.

결합

More potent, but more toxic, than methotrexate.

픽토그램

Skull and crossbonesHealth hazard

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

Storage Class Code

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

개인 보호 장비

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


시험 성적서(COA)

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문서 라이브러리 방문

Drugs and Nutrients: The Interactive Effects, 308-308 (1984)
Phase II trial of oral aminopterin for adults and children with refractory acute leukemia
Cole PD, et al.
Clinical Cancer Research, 11(22), 8089-8096 (2005)
Drugs and Nutrients: The Interactive Effects, 308-308 (1984)
Serum neurogranin measurement as a biomarker of acute traumatic brain injury
Yang J, et al.
Clinical Biochemistry, 48, 843-848 (2015)
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

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