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Merck
CN

D7408

Sigma-Aldrich

2′,5′-Dideoxyadenosine

≥95% (HPLC), Adenylyl cyclase inhibitor, solid

别名:

2ʹ,5ʹ-dd-Ado, NSC 95943

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关于此项目

经验公式(希尔记法):
C10H13N5O2
CAS Number:
分子量:
235.24
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77
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Product Name

2′,5′-Dideoxyadenosine, ≥95% (HPLC), solid

质量水平

方案

≥95% (HPLC)

表单

solid

颜色

white

溶解性

DMSO: soluble

储存温度

−20°C

SMILES字符串

C[C@H]1O[C@H](C[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C10H13N5O2/c1-5-6(16)2-7(17-5)15-4-14-8-9(11)12-3-13-10(8)15/h3-7,16H,2H2,1H3,(H2,11,12,13)/t5-,6+,7-/m1/s1

InChI key

FFHPXOJTVQDVMO-DSYKOEDSSA-N

基因信息

rat ... Adcy2(81636)

应用

2′,5′-Dideoxyadenosine has been used to elucidate the mechanism of diligustilide (DLG). It has also been used to inhibit adenylate cyclase (AC).

生化/生理作用

Cell-permeable adenylyl cyclase inhibitor. IC50 = 2.7 μM in detergent-dispersed rat brain preparations.

特点和优势

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

制备说明

Store at −20 °C after reconstitution.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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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Zhixiong Chen et al.
International journal for parasitology, 37(7), 743-761 (2007-02-20)
Trichinella spiralis infection causes hyperexcitability in enteric after-hyperpolarising (AH) sensory neurons that is mimicked by neural, immune or inflammatory mediators known to stimulate adenylyl cyclase (AC)/cyclic 3',5'-adenosine monophosphate (cAMP) signaling. The hypothesis was tested that ongoing modulation and sustained amplification
Hisatoshi Sugiura et al.
Journal of cellular physiology, 210(1), 99-110 (2006-09-26)
Prostaglandin E(2) (PGE(2)) has been shown to have a strong cytoprotective effect, inhibiting apoptosis. In the present study, we evaluated whether PGE(2) has a protective effect on cigarette smoke extract (CSE)-induced apoptosis in human lung fibroblasts. Apoptosis was assessed by
Jorge A Rodriguez et al.
American journal of physiology. Heart and circulatory physiology, 290(1), H30-H36 (2005-09-07)
Vascular smooth muscle cell proliferation and migration play an important role in the pathophysiology of several vascular diseases, including atherosclerosis. Prostaglandins that have been implicated in this process are synthesized by two isoforms of cyclooxygenase (COX), with the expression of
Elevated cyclic AMP levels promote BRAFCA/Pten-/- mouse melanoma growth but pCREB is negatively correlated with human melanoma progression
Rodriguez CI, et al.
Cancer letters, 414, 268-277 (2018)
Rhona W Baxendale et al.
Molecular reproduction and development, 66(2), 181-189 (2003-09-02)
In addition to a bicarbonate-regulated soluble adenylyl cyclase (sAC), mammalian spermatozoa, like somatic cells, appear to contain receptor/G protein-regulated AC activity that contributes to the modulation of specialized cell processes. This study provides evidence that agents, known to influence somatic

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

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