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Merck
CN

S153

Sigma-Aldrich

SQ 22,536

≥97% (HPLC), powder

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别名:
9-THF-Ade, 9-(四氢-2-呋喃基)-9H-嘌呤-6-胺
经验公式(希尔记法):
C9H11N5O
CAS号:
分子量:
205.22
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥97% (HPLC)

形式

powder

颜色

white to off-white

溶解性

DMSO: >10 mg/mL
H2O: insoluble

SMILES字符串

Nc1ncnc2n(cnc12)C3CCCO3

InChI

1S/C9H11N5O/c10-8-7-9(12-4-11-8)14(5-13-7)6-2-1-3-15-6/h4-6H,1-3H2,(H2,10,11,12)

InChI key

UKHMZCMKHPHFOT-UHFFFAOYSA-N

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应用

SQ 22,536已被用于研究腺苷酸环化酶在PC12细胞分化 和乳腺癌细胞中的间隙连接细胞间通讯中的作用。

生化/生理作用

SQ 22,536不仅是血小板中基础腺苷酸环化酶,也是前列腺素E1激活的腺苷酸环化酶活性的有效抑制剂。1 当对大鼠进行肌肉注射时,它可以对侧和同侧逆转痛觉过敏。2
SQ 22,536是一种细胞可渗透的腺苷酸环化酶抑制剂。在去污剂剂分散的大鼠脑制剂中,IC50 = 20 μM。

特点和优势

该化合物是受体分类及信号转导手册上腺苷酸环化酶页面上的特色化合物。想要浏览手册的其他页面, 请单击此处
这种化合物是环核苷酸研究的特色产品。点击此处发现更多特色环核苷酸产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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R J Haslam et al.
The Biochemical journal, 176(1), 83-95 (1978-10-15)
Whereas adenosine itself exerted independent stimulatory and inhibitory effects on the adenylate cyclase activity of a platelet particulate fraction at low and high concentrations respectively, 2-substituted and N6-monosubstituted adenosines had stimulatory but greatly decreased inhibitory effects. Deoxyadenosines, on the other
Marie K Hoeger-Bement et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(13), 5437-5445 (2003-07-05)
Spinal activation of the cAMP pathway produces mechanical hyperalgesia, sensitizes nociceptive spinal neurons, and phosphorylates the transcription factor cAMP-responsive element binding protein (CREB), which initiates gene transcription. This study examined the role of the cAMP pathway in a model of
Sangwoo Shim et al.
Proceedings of the National Academy of Sciences of the United States of America, 120(23), e2220037120-e2220037120 (2023-05-30)
The balance between neural stem cell proliferation and neuronal differentiation is paramount for the appropriate development of the nervous system. Sonic hedgehog (Shh) is known to sequentially promote cell proliferation and specification of neuronal phenotypes, but the signaling mechanisms responsible
Kausar M Ansari et al.
Molecular cancer research : MCR, 6(6), 1003-1016 (2008-06-24)
Although prostaglandin E2 (PGE2) has been shown by pharmacologic and genetic studies to be important in skin cancer, the molecular mechanism(s) by which it contributes to tumor growth is not well understood. In this study, we investigated the mechanisms by
C Lippe et al.
Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology, 99(1-2), 209-211 (1991-01-01)
1. The effects of both adenyl cyclase inhibitors (MDL12330A and SQ22536) have been studied on the ionic transport induced by vasopressin and isoprenaline across the frog skin. 2. MDL12330A inhibits the vasopressin action on the short-circuit current (SCC), confirming that

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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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