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D0939

Sigma-Aldrich

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

>91% (HPLC)

Sinónimos:

2′,5′-Dideoxy-3′-ATP, 2′,5′-Dideoxyadenosine 3′-triphosphate

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About This Item

Fórmula empírica (notación de Hill):
C10H12N5O11P3Na4
Número de CAS:
2247753-97-3
Peso molecular:
563.11
MDL number:
MFCD11044462
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24724456
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

100

assay

>91% (HPLC)

form

solid

color

off-white, powder

solubility

H2O: 24 mg/mL

storage temp.

−20°C

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
124K4710
013K4703

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2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt ≥90% (HPLC)

Sigma-Aldrich

D7409

2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt

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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