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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:
93882-12-3
分子量:
493.79
NACRES:
NA.77
PubChem Substance ID:
24278024
UNSPSC Code:
41106305
EC Number:
299-413-9
MDL number:
MFCD00057683

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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

InChI key

YIJFVHMIFGLKQL-DNBRLMRSSA-M

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

SMILES string

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

assay

≥97.0% (HPLC)

form

powder

color

white

solubility

H2O: 25 mg/mL

storage temp.

−20°C

Quality Level

200

Gene Information

human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

相关类别

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
0000523425
0000523423
0000523423
0000523425
0000493637

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Aurora Maria Fontainhas et al.
Investigative ophthalmology & visual science, 52(1), 579-587 (2010-09-24)
An early injury response to retinal detachment is disruption of synaptic connectivity between photoreceptors and second-order neurons. Most dramatic is the retraction of rod cell axons and their terminals away from the outer synaptic layer and toward their cell bodies.
P Chavis et al.
Neuron, 20(4), 773-781 (1998-05-15)
Adenylyl cyclase (AC) modulation of vesicular cycling was visualized at cultured cerebellar granule cell synapses using the sequential uptake of antibodies directed against the intraluminal domain of synaptotagmin I. Vesicle recycling due to spontaneous transmitter release in the absence of
B J Connolly et al.
Biochemical pharmacology, 44(12), 2303-2306 (1992-12-15)
8-(4-Chlorophenyl)thio-cyclic AMP (8-CPT-cAMP), extensively used as selective activator of cyclic AMP-dependent protein kinase, has been found to be a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA). Indeed, 8-CPT-cAMP (IC50 = 0.9 microM) inhibited PDE VA with a potency
In vitro Methods for the Development and Analysis of Human Primary Airway Epithelia
Gianotti A, et al.
Frontiers in Pharmacology, 9 (2018)
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
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Discover Bioactive Molecules for Nucleotides

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

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Product Information Sheet - C3912

Product Information Sheet

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