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Merck
CN

C3912

8-(4-氯苯硫基)-腺苷 3′,5′-环单磷酸 钠盐 钠盐

≥97.0% (HPLC), cAMP analog, powder

别名:

pCPT-cAMP

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关于此项目

经验公式(希尔记法):
C16H14ClN5NaO6PS
化学文摘社编号:
分子量:
493.79
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
299-413-9
MDL number:
Assay:
≥97.0% (HPLC)
Form:
powder
Quality level:
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产品名称

8-(4-氯苯硫基)-腺苷 3′,5′-环单磷酸 钠盐 钠盐, ≥97.0% (HPLC), powder

Quality Level

assay

≥97.0% (HPLC)

form

powder

color

white

solubility

H2O: 25 mg/mL

storage temp.

−20°C

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12

InChI

1S/C16H15ClN5O6PS.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-;/m1./s1

InChI key

YIJFVHMIFGLKQL-DNBRLMRSSA-M

Application

8-(4-硫代氯苯基)腺苷3′5′-环单磷酸用于:
  • 上调细胞胆固醇泵(三磷酸腺苷(ATP)结合盒(ABC)转运蛋白1,ABCA-1)
  • 葡萄糖生成测定
  • 刺激气道上皮细胞的囊性纤维化跨膜传导调节因子(CFTR)通道

Biochem/physiol Actions

膜通透性 cAMP 类似物。用作 cAMP 依赖性蛋白激酶 (PKA) 的选择性激活剂。抑制 cGMP 依赖性磷酸二酯酶,在较高浓度时,抑制 cAMP 依赖性磷酸二酯酶。抑制 n-甲酰-Met-Leu-Phe 刺激的磷酸肌醇水解和分泌,但不抑制白细胞中的血小板活化因子。使 HL-60 细胞更能抵抗 NO 诱导的 DNA 损伤。

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。


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)



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

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


Pierpaolo Moscariello et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 5(5), 1700897-1700897 (2018-06-08)
Neurological disorders are undoubtedly among the most alarming diseases humans might face. In treatment of neurological disorders, the blood-brain barrier (BBB) is a challenging obstacle preventing drug penetration into the brain. Advances in dendrimer chemistry for central nervous system (CNS)
H Ali et al.
The Journal of biological chemistry, 273(18), 11012-11016 (1998-06-06)
Formylated peptides (e.g. n-formyl-Met-Leu-Phe (fMLP)) and platelet-activating factor (PAF) mediate chemotactic and cytotoxic responses in leukocytes through receptors coupled to G proteins that activate phospholipase C (PLC). In RBL-2H3 cells, fMLP utilizes a pertussis toxin (ptx)-sensitive G protein to activate
J F Desaphy et al.
The American journal of physiology, 275(6 Pt 1), C1465-C1472 (1998-12-09)
Although the skeletal muscle sodium channel is a good substrate for cAMP-dependent protein kinase (PKA), no functional consequence was observed for this channel expressed in heterologous systems. Therefore, we investigated the effect of 8-(4-chlorophenylthio)adenosine 3',5'-cyclic monophosphate (CPT-cAMP), a membrane-permeable cAMP



全球贸易项目编号

货号GTIN
C3912-50MG04061833486573
C3912-100MG04061833486559
C3912-10MG04061833486566