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文件

D0260

Sigma-Aldrich

N6,2′-O-二丁酰基腺苷 3′,5′-环单磷酸 钠盐

≥97% (HPLC), powder

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别名:
二丁酰 cAMP 钠盐, 二丁酰环磷腺苷 钠盐, 布拉地新 钠盐
线性分子式:
C18H23N5O8PNa
CAS号:
16980-89-5
分子量:
491.37
EC 号:
241-059-4
MDL编号:
MFCD00005843
UNSPSC代码:
41106305
PubChem化学物质编号:
24893221
NACRES:
NA.77

质量水平

200

检测方案

≥97% (HPLC)

形式

powder

杂质

≤0.5% cyclic AMP and 2′-O-monobutyryl-cyclic AMP
≤3% N6-monobutyryl-cyclic AMP

颜色

white

溶解性

H2O: 100 mg/mL

储存温度

−20°C

SMILES字符串

[Na+].CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3OC(=O)CCC

InChI

1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1

InChI key

KRBZRVBLIUDQNG-JBVYASIDSA-M

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相关类别

一般描述

Dibutyrylcyclic adenosine monophosphate (cAMP) mimics the activity of endogenous cAMP.It is lipophilic, allows it to be more cell-permeable, and has higherresistance towards hydrolysis by cAMP phosphodiesterase. Dibutyryl cAMPinhibits phosphodiesterases and plays a vital role as a probe in signaltransduction pathways.

应用

N6,2′-O-二丁酰基腺苷3′,5′-环磷酸钠盐已用于：
  • 用作神经rest干细胞（NCSCs）分化的培养基补充剂
  • 用作低温保存人iPSC（诱导多能干细胞）分化神经元解冻培养基的成分
  • 无血清杜氏改良eagle′s培养基(DMEM)，诱导星形胶质细胞分化

It has been used as a component of the differentiation medium to induce differentiationof dopaminergic neurons from floor plate progenitors. It has also been usedasa supplement in DMEM: F12 to culture neuronal cells from human pluripotent stemcells.

生化/生理作用

细胞通透性 cAMP 类似物，可激活 cAMP 依赖性蛋白激酶 (PKA)。

特点和优势

该化合物是环核苷酸研究的特色产品。点击此处 ，查看更多环核苷酸精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息，请访问 sigma.com/discover-bsm。

注意

在 pH 8.5 下会失去 2′-O-丁酰基

其他说明

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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Differentiation of human induced pluripotent stem cell (hiPSC)-derived neurons in mouse hippocampal slice cultures
Hiragi T, et al.
Frontiers in Cellular Neuroscience, 11, 143-143 (2017)
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Pharmacology & therapeutics, 87(2-3), 199-226 (2000-09-29)
Cyclic AMP (cAMP) and cyclic GMP (cGMP) are key second messengers involved in a multitude of cellular events. From the wealth of synthetic analogs of cAMP and cGMP, only a few have been explored with regard to their therapeutic potential.
Han Zhao et al.
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