>>Signaling Pathways>> Proteases>> Endogenous Metabolite>>Cyclic AMP

Cyclic AMP (Synonyms: Adenosine 3',5'-cyclic monophosphate, cAMP, Cyclic adenosine monophosphate, NSC 94017, NSC 143670)

Catalog No.GC19626 Copy One-Click Copy Product Info

Cyclic AMP(cAMP)는 아데노신 삼인산의 유도체로 수용체에서 하류 경로로 신호를 전달하는 최초의 확인된 두 번째 메신저이다.

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Cyclic AMP Chemical Structure

Cas No.: 60-92-4

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Sample solution is provided at 25 µL, 10mM.



Description of Cyclic AMP

Cyclic AMP(cAMP)는 아데노신 삼인산의 유도체로 수용체에서 하류 경로로 신호를 전달하는 최초의 확인된 두 번째 메신저이다. 중요한 세포 내 신호 분자로서 Cyclic AMP는 대사 조절, 단백질 키나제 활성화, 유전자 전사 등 많은 생물학적 과정에 참여한다[2, 3]. Cyclic AMP는 여러 아데닐레이트 사이클라제에 의해 ATP에서 생성되고 세포 내 다양한 위치에 고정된다. 이러한 효소는 G 단백질 결합 수용체에 의해 조절된다[4]. Cyclic AMP는 포스포디에스터라제에 의해 아데노신 단인산(AMP)으로 분해된다[5]. Cyclic AMP는 인산기 그룹을 포함하고 높은 극성을 가지고 물 분자와 수소 결합을 형성할 수 있는 친수성 소분자이다[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.

Chemical Properties of Cyclic AMP

Cas No. 60-92-4 SDF
Synonyms Adenosine 3',5'-cyclic monophosphate, cAMP, Cyclic adenosine monophosphate, NSC 94017, NSC 143670
Canonical SMILES O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@@]4([H])[C@@]1([H])OP(OC4)(O)=O
Formula C10H12N5O6P M.Wt 329.21
Solubility insoluble in DMSO; insoluble in EtOH; 11mg/mL in Water Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Cyclic AMP

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1 mg 5 mg 10 mg
1 mM 3.0376 mL 15.1879 mL 30.3757 mL
5 mM 607.5 μL 3.0376 mL 6.0751 mL
10 mM 303.8 μL 1.5188 mL 3.0376 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 1 reference(s) in Google Scholar.)

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