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Merck
CN

D0939

Sigma-Aldrich

2′,5′-Dideoxyadenosine 3′-triphosphate tetrasodium salt

>91% (HPLC)

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别名:
2′,5′-Dideoxy-3′-ATP, 2′,5′-Dideoxyadenosine 3′-triphosphate
经验公式(希尔记法):
C10H12N5O11P3Na4
分子量:
563.11
MDL编号:
UNSPSC代码:
41106305
eCl@ss:
32160414
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

>91% (HPLC)

形式

solid

颜色

off-white, powder

溶解性

H2O: 24 mg/mL

储存温度

−20°C

SMILES字符串

[Na+].[Na+].[Na+].[Na+].C[C@H]1O[C@H](C[C@@H]1OP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)n2cnc3c(N)ncnc23

InChI

1S/C10H16N5O11P3.4Na/c1-5-6(24-28(19,20)26-29(21,22)25-27(16,17)18)2-7(23-5)15-4-14-8-9(11)12-3-13-10(8)15;;;;/h3-7H,2H2,1H3,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18);;;;/q;4*+1/p-4/t5-,6+,7-;;;;/m1..../s1

InChI key

BKMXLPGGJURCPM-DNGRLYOHSA-J

生化/生理作用

Potent inhibitor of adenylyl cyclase. Not cell-permeable. IC50 = 40 nM in detergent-dispersed rat brain preparation.

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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L Désaubry et al.
The Journal of biological chemistry, 271(24), 14028-14034 (1996-06-14)
The synthesis of a number of adenine nucleoside 3'-polyphosphates has been devised via a phosphotriester approach that combines the method of alkoxide activation with the use of 2,2,2-tribromoethyl phosphoromorpholinochloridate as a phosphorylating agent. The family of compounds included 3'ADP, 3'ATP
L Désaubry et al.
The Journal of biological chemistry, 271(5), 2380-2382 (1996-02-02)
2',5'-Dideoxyadenosine 3'-di- and triphosphates were tested as inhibitors of brain adenylyl cyclases. With an IC50 approximately 40 nM, 2',5'-dideoxy-3'-ATP is the most potent nonprotein synthetic regulator of adenylyl cyclases thus far described. Neither 2',5'-dideoxy-3'-ADP nor 2',5'-dideoxy-3'-ATP inhibited activity by competition
Adenylyl Cyclases.
Johnson, R.A. et al.
Encyclopedic Reference of Molecular Pharmacology (2003)
L Désaubry et al.
The Journal of biological chemistry, 273(38), 24972-24977 (1998-09-12)
2'-Deoxyadenosine 3'-tetraphosphate (2'-deoxy-3'-A4P) and 2', 5'-dideoxyadenosine 3'-tetraphosphate (2',5'-dideoxy-3'-A4P) were synthesized, and their effects were tested on crude and purified forms of native adenylyl cyclases isolated from brain. Syntheses combined the method of alkoxide activation with the use of tribromoethyl phosphoromorpholino-chloridate

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