A1393
5-氨基咪唑-4-甲酰胺-1-β- D -呋喃核糖基 5′-单磷酸
≥93%
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
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
EC Number:
221-212-1
NACRES:
NA.51
产品名称
5-氨基咪唑-4-甲酰胺-1-β- D -呋喃核糖基 5′-单磷酸, ≥93%
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
SMILES string
O[C@H]1[C@@H](O)[C@H](N2C=NC(C(N)=O)=C2N)O[C@@H]1COP(O)(O)=O
assay
≥93%
form
powder
mol wt
338.21 g/mol
storage temp.
−20°C
Quality Level
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相关类别
Application
AICAR 单磷酸盐是一种模拟 AMP 的细胞渗透性 AICAR 的 5''-磷酸化类似物。AICAR 是一种单磷酸腺苷 (AMP) 激活的蛋白激酶 (AMPK) 激活剂/激动剂。
5-氨基咪唑-4-甲酰胺-1-β- D -呋喃核糖基 5′-研究中使用了单磷酸来探索 9 种他汀类药物在乳腺癌和胶质母细胞瘤中的抗癌作用。
Biochem/physiol Actions
一种模拟单磷酸腺苷 (AMP) 的细胞渗透性 AICAR 的 5'-磷酸化类似物。它是一种腺苷酸活化蛋白激酶 (AMPK) 激活剂。
在人体中，5-氨基咪唑-4-甲酰胺-1-β—— D -呋喃核糖基 5′——一磷酸盐 (AICAR) 被发现在许多代谢性疾病中蓄积。它可以增加久坐小鼠的耐力。AICAR 具有抗增殖作用。可诱导异倍体细胞凋亡。
在人体中，5-氨基咪唑-4-甲酰胺-1-β—— D -呋喃核糖基 5′——一磷酸盐 (AICAR) 被发现在许多代谢性疾病中蓄积。它可以增加久坐小鼠的耐力。AICAR 具有抗增殖作用。可诱导异倍体细胞凋亡。
General description
5-氨基咪唑-4-甲酰胺-1-β-D-呋喃核糖基 5′——单磷酸盐 (AICAR) 是嘌呤生物合成的天然代谢中间体，通常存在于所有生物中。它是由琥珀酰-AICAR (SAICAR) 在腺苷酸琥珀酸裂解酶 (ASL) 的帮助下产生的。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Hans P M M Lauritzen et al.
Diabetes, 62(9), 3081-3092 (2013-06-14)
Recent studies suggest that interleukin 6 (IL-6) is released from contracting skeletal muscles; however, the cellular origin, secretion kinetics, and signaling mechanisms regulating IL-6 secretion are unknown. To address these questions, we developed imaging methodology to study IL-6 in fixed
Joshua D Stone et al.
American journal of physiology. Heart and circulatory physiology, 304(3), H369-H381 (2012-12-04)
Vascular smooth muscle cell (VSMC) activation promotes a synthetic phenotype that underlies many vessel growth disorders. In this regard it has been suggested that the metabolic sensor adenosine 5'-monophosphate-activated protein kinase (AMPK) has significant antigrowth and antimetastatic properties and may
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
Janine Dokas et al.
Endocrinology, 154(10), 3502-3514 (2013-07-31)
In the obesity-resistant SJL mouse strain, we previously identified a naturally occurring loss-of-function mutation in the gene for Tbc1d1. Characterization of recombinant inbred mice that carried the Tbc1d1(SJL) allele on a C57BL/6J background indicated that loss of TBC1D1 protects from
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