B1381
8-溴鸟嘌呤3′，5′-环一磷酸 钠盐
≥98% (HPLC), cGMP analog, powder
别名:
8-Br-cGMP, 8-溴-环 GMP
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关于此项目
经验公式（希尔记法）:
C10H10BrN5NaO7P
化学文摘社编号:
分子量:
446.08
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
256-993-8
MDL number:
产品名称
8-溴鸟嘌呤3′，5′-环一磷酸 钠盐, ≥98% (HPLC), powder
InChI key
ZJRFCXHKYQVNFK-YEOHUATISA-M
InChI
1S/C10H11BrN5O7P.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5;/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18);/q;+1/p-1/t2-,4-,5-,8-;/m1./s1
SMILES string
[Na+].NC1=Nc2c(nc(Br)n2[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)C(=O)N1
assay
≥98% (HPLC)
form
powder
solubility
H2O: 50 mg/mL
storage temp.
−20°C
Quality Level
Application
使用8-溴鸟苷水合物3′,5′-环磷酸钠盐：
- 作为环鸟苷酸3′:5′-单磷酸(cGMP)激动剂用于视网膜神经节轴突塌陷测定(10)
- 作为反应缓冲液的组成部分，用于重组蛋白激酶的体外激酶活性测定(PKG)(11)
- 作为环核苷酸类似物，用于诱导人胚肾细胞中环化核苷酸门控通道（CNGA和CNGC）表达(12)
Biochem/physiol Actions
与cGMP相比，8-溴鸟苷水合物3′,5′-环磷酸腺苷对磷酸二酯酶的水解作用具有更强的抵抗性。激活cGMP依赖性蛋白激酶。它减缓或抑制气管平滑肌细胞内钙振荡对乙酰胆碱的反应。8-溴鸟苷水合物3′,5′-环磷酸钠盐模仿一氧化氮生成药物的效果。它调节生物周期节律，增加视网膜神经脉冲。眼内8-溴鸟苷水合物3′,5′--环磷酸腺苷可能有利于非-R-型光受体的转导。
细胞渗透性 cGMP 类似物比 cGMP 对磷酸二酯酶水解有更大的抵抗力。激活 cGMP 依赖性蛋白激酶。减缓或抑制乙酰胆碱引起的气管平滑肌细胞内钙振荡。据报告，其可模拟一氧化氮生成药物的作用。
Features and Benefits
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。
General description
8-溴鸟苷水合物3′,5′-环磷酸腺苷是环鸟苷酸3′:5′-单磷酸(cGMP)的细胞可透过性cGMP类似物。它是一种脂溶性类似物，用于基于cGMP的心肌细胞收缩研究。
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)
U C Garg et al.
The Journal of clinical investigation, 83(5), 1774-1777 (1989-05-01)
Endothelium-derived relaxing factor has been recently identified as nitric oxide. The purpose of this study was to determine if vasodilator drugs that generate nitric oxide inhibit vascular smooth muscle mitogenesis and proliferation in culture. Three chemically dissimilar vasodilators, sodium nitroprusside
8-bromo-cGMP reduces the myofilament response to Ca2+ in intact cardiac myocytes.
Shah AM, et al.
Circulation Research, 74(5), 970-978 (1994)
Cyclic guanosine 3': 5'-monophosphate mimics the effects of light on a circadian pacemaker in the eye of aplysia
Eskin A, et al.
The Journal of Neuroscience, 4(10), 2466-2471 (1984)
Arun Govindapillai et al.
Scientific reports, 8(1), 6939-6939 (2018-05-04)
Patients born with congenital heart defects frequently encounter arrhythmias due to defects in the ventricular conduction system (VCS) development. Although recent studies identified transcriptional networks essential for the heart development, there is scant information on the mechanisms regulating VCS development.
Nadine Suffee et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(5), E771-E780 (2017-01-18)
The abundance of epicardial adipose tissue (EAT) is associated with atrial fibrillation (AF), the most frequent cardiac arrhythmia. However, both the origin and the factors involved in EAT expansion are unknown. Here, we found that adult human atrial epicardial cells
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