A5159

氨基蝶呤

Name: 氨基蝶呤
Brand: SIGMA

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

别名:

4-氨基-PGA, 4-氨基叶酸, N-[4-[[(2,4-二氨基-6-蝶啶)甲基]氨基]苯甲酰]-L-谷氨酸, （S）-2- {4 - [（2,4-二氨基胍-6-基）甲氨基]苯甲酰氨基}戊二酸

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经验公式（希尔记法）:

C₁₉H₂₀N₈O₅

化学文摘社编号:

54-62-6

分子量:

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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产品名称

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

InChI key

TVZGACDUOSZQKY-LBPRGKRZSA-N

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

SMILES string

Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1

biological source

synthetic

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

Quality Level

200

Gene Information

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

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Application

用于杂交瘤细胞培养应用的氨基蝶呤浓缩物添加剂。

Biochem/physiol Actions

与二氢叶酸还原酶结合并抑制其活性的叶酸拮抗剂。

叶酸拮抗剂。氨基蝶呤是由叶酸转运蛋白运输至细胞内的。在细胞内，它被叶酰聚谷氨酸合酶转化为一种高分子量的聚谷氨酸盐代谢物，该产物又与二氢叶酸还原酶结合并抑制其活性。氨基蝶呤-聚谷氨酸盐经 γ-谷氨酰基水解酶作用发生细胞内降解。

Other Notes

比甲氨喋呤更有效，但毒性也更强。

Preparation Note

10mL 无菌细胞培养基可复原一小瓶本品。储备液足以制备 500mL 培养基。最终工作浓度：0.4μM 氨基蝶呤。

Legal Information

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

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

存储类别

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

历史批次信息供参考:

分析证书(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

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

PT523 and other aminopterin analogs with a hemiphthaloyl-L-ornithine side chain: exceptionally tight-binding inhibitors of dihydrofolate reductase which are transported by the reduced folate carrier but cannot form polyglutamates.

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

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

Clinical development of new formulations of cytotoxics in solid tumors.

Hatem A Azim et al.

Current opinion in oncology, 24(3), 325-331 (2012-02-22)

To discuss the clinical development of new formulations of old cytotoxic agents and highlight the value of adopting this strategy. Several drugs are currently in clinical development with high potential in improving clinical outcomes compared with their older counterparts. We

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氨基蝶呤

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

选择尺寸

关于此项目

主要文件

属性

产品名称

InChI key

InChI

SMILES string

biological source

grade

sterility

product line

form

concentration

technique(s)

impurities

solubility

ε (extinction coefficient)

shipped in

storage temp.

Quality Level

Gene Information

相关类别

说明

Application

Biochem/physiol Actions

Other Notes

Preparation Note

Legal Information

安全信息

pictograms

signalword

hcodes

pcodes

Hazard Classifications

存储类别

wgk

flash_point_f

flash_point_c

ppe

文件

分析证书(COA)

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技术服务

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