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
质量水平
方案
≥93%
表单
powder
分子量
338.21 g/mol
储存温度
−20°C
SMILES字符串
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
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相关类别
一般描述
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。
应用
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。
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。
生化/生理作用
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。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
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
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
Takashi Sasaki et al.
American journal of physiology. Endocrinology and metabolism, 306(9), E1085-E1092 (2014-03-20)
Exercise can effectively ameliorate type 2 diabetes and insulin resistance. Here we show that the mRNA levels of one of peroxisome proliferator-activated receptor (PPAR) family members, PPARγ1, and genes related to energy metabolism, including PPARγ coactivator-1 protein-1α (PGC-1α) and lipoprotein
Lykke Sylow et al.
Diabetes, 62(4), 1139-1151 (2013-01-01)
In skeletal muscle, the actin cytoskeleton-regulating GTPase, Rac1, is necessary for insulin-dependent GLUT4 translocation. Muscle contraction increases glucose transport and represents an alternative signaling pathway to insulin. Whether Rac1 is activated by muscle contraction and regulates contraction-induced glucose uptake is
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
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