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Merck
CN

06595

5-氨基咪唑-4-甲酰胺-1-β- D -呋喃核糖基 5′-单磷酸

analytical standard

别名:

AICAR 单磷酸, N1-(β-D-5′-磷酸呋喃糖基)-5-氨基咪唑-4-甲酰胺, NSC 283955, NSC 292227, ZMP

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关于此项目

经验公式(希尔记法):
C9H15N4O8P
化学文摘社编号:
分子量:
338.21
NACRES:
NA.24
UNSPSC Code:
41116107
EC Number:
221-212-1
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grade

analytical standard

Quality Level

assay

≥98.0% (HPLC)

optical activity

[α]/D -69.0±3.0°, c = 0.1 in sodium bicarbonate

shelf life

limited shelf life, expiry date on the label

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H](N2C=NC(C(N)=O)=C2N)O[C@@H]1COP(O)(O)=O

InChI

1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1

InChI key

NOTGFIUVDGNKRI-UUOKFMHZSA-N

General description

5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR monophosphate) is an intermediate metabolite in the purine de novo synthesis pathway and a potent activator of the human AMP-activated protein kinase (AMPK) activity in vitro. It can play an important regulatory role.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hans P M M Lauritzen et al.
Diabetes, 62(9), 3081-3092 (2013-06-14)
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Hiroyasu Hatakeyama et al.
Molecular biology of the cell, 24(6), 809-817 (2013-01-18)
Tbc1d1 is key to skeletal muscle GLUT4 regulation. By using GLUT4 nanometry combined with a cell-based reconstitution model, we uncover a shift in the regulatory mode of Tbc1d1 by showing that Tbc1d1 temporally acquires insulin responsiveness, which triggers GLUT4 trafficking
Melissa M Thomas et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(5), 2098-2107 (2014-02-14)
AMP-activated protein kinase (AMPK) is a master regulator of metabolism. While muscle-specific AMPK β1β2 double-knockout (β1β2M-KO) mice display alterations in metabolic and mitochondrial capacity, their severe exercise intolerance suggested a secondary contributor to the observed phenotype. We find that tibialis



全球贸易项目编号

货号GTIN
859990-1G04061826664964
859990-5G04061833315248
06595-25MG04061834260325