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经验公式(希尔记法):
C10H12N5O11P3Na4
化学文摘社编号:
分子量:
563.11
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
2′,5′-Dideoxyadenosine 3′-triphosphate tetrasodium salt, >91% (HPLC)
SMILES string
[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
assay
>91% (HPLC)
form
solid
color
off-white, powder
solubility
H2O: 24 mg/mL
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
Potent inhibitor of adenylyl cyclase. Not cell-permeable. IC50 = 40 nM in detergent-dispersed rat brain preparation.
Features and Benefits
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.
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)
法规信息
新产品
此项目有
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
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, 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
Adenylyl Cyclases.
Johnson, R.A. et al.
Encyclopedic Reference of Molecular Pharmacology (2003)
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