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Cyclic AMP Sale

(Synonyms: 环磷腺苷; Cyclic adenosine monophosphate; Adenosine cyclic 3', 5'-monophosphate; cAMP) 目录号 : GC19626

环磷酸腺苷(Cyclic AMP; cAMP)是三磷酸腺苷的衍生物,是第一个被鉴定出的第二信使,将信号从受体传播到下游途径。

Cyclic AMP Chemical Structure

Cas No.:60-92-4

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Sample solution is provided at 25 µL, 10mM.

Description

Cyclic AMP (cAMP) is a derivative of adenosine triphosphate and is the first identified second messenger that transmits signals from receptors to downstream pathways[1]. As an important intracellular signaling molecule, cyclic AMP participates in many biological processes, such as metabolic regulation, protein kinase activation, gene transcription, etc.[2, 3]. Cyclic AMP is produced from ATP by several adenylate cyclases and anchored in various locations inside the cell. These enzymes are regulated by G protein-coupled receptors [4]. Cyclic AMP is broken down into adenosine monophosphate (AMP) by phosphodiesterases [5]. Cyclic AMP is a hydrophilic small molecule that contains a phosphate group, has high polarity, and can form hydrogen bonds with water molecules [6].

References:
[1] Muthal A P, Kulkarni R, Kumar D, et al. Cyclic adenosine monophosphate: Recent and future perspectives on various diseases[J]. Journal of Applied Pharmaceutical Science, 2022, 12(3): 001-015.
[2] Rutter G A, da Silva Xavier G, Leclerc I. Roles of 5′-AMP-activated protein kinase (AMPK) in mammalian glucose homoeostasis[J]. Biochemical Journal, 2003, 375(1): 1-16.
[3] De Cesare D, Sassone-Corsi P. Transcriptional regulation by cyclic AMP-responsive factors[J]. 2000.
[4] Kuhn M. Molecular physiology of membrane guanylyl cyclase receptors[J]. Physiological reviews, 2016.
[5] Pyne N J, Furman B L. Cyclic nucleotide phosphodiesterases in pancreatic islets[J]. Diabetologia, 2003, 46: 1179-1189.
[6] Kato Y, Conn M M, Rebek J J. Water-soluble receptors for cyclic-AMP and their use for evaluating phosphate-guanidinium interactions[J]. Journal of the American Chemical Society, 1994, 116(8): 3279-3284.

环磷酸腺苷(Cyclic AMP; cAMP)是三磷酸腺苷的衍生物,是第一个被鉴定出的第二信使,将信号从受体传播到下游途径[1]。Cyclic AMP作为细胞内重要信号分子,参与许多生物过程,例如:代谢调节、蛋白激酶的激活、基因转录等[2, 3]。Cyclic AMP是由几种腺苷酸环化酶从ATP产生的,并锚定在细胞内部的各个位置,这些酶受G蛋白偶联受体的调节[4]。Cyclic AMP被磷酸二酯酶催化分解为单磷酸腺苷(AMP)[5]。Cyclic AMP是一种亲水性小分子,含有磷酸基,具有高极性,能够与水分子形成氢键[6]

化学性质

Cas No. 60-92-4 SDF
别名 环磷腺苷; Cyclic adenosine monophosphate; Adenosine cyclic 3', 5'-monophosphate; cAMP
Canonical SMILES O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@@]4([H])[C@@]1([H])OP(OC4)(O)=O
分子式 C10H12N5O6P 分子量 329.21
溶解度 insoluble in DMSO; insoluble in EtOH; 11mg/mL in Water 储存条件 Store at -20°C
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1 mM 3.0376 mL 15.1879 mL 30.3757 mL
5 mM 0.6075 mL 3.0376 mL 6.0751 mL
10 mM 0.3038 mL 1.5188 mL 3.0376 mL
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