D0939

Sigma-Aldrich

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

>91% (HPLC)

Synonym(s):
2′,5′-Dideoxyadenosine 3′-triphosphate, 2′,5′-Dideoxy-3′-ATP
Empirical Formula (Hill Notation):
C10H12N5O11P3Na4
CAS Number:
Molecular Weight:
563.11
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

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

Packaging

1, 5 mg in glass bottle

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 featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Adenylyl Cyclases.
Johnson, R.A. et al.
Encyclopedic Reference of Molecular Pharmacology (2003)
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, 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...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.