Documents

D0814

Sigma-Aldrich

2′,5′-Dideoxyadenosine 3′-diphosphate trisodium salt

Synonym(s):
2′,5′-dideoxy-3′-ADP, 2′,5′-Dideoxy-3′-ADP, 2′,5′-dd-3′-ADP
Empirical Formula (Hill Notation):
C10H12Na3N5O8P2
Molecular Weight:
461.15
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

color

off-white

solubility

H2O: soluble

storage temp.

−20°C

SMILES string

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

Application

Potent inhibitor of adenylyl cyclase. Not cell-permeable. Precursor to 2′,5′-Dideoxyadenosine 3′-triphosphate (Prod. No. D0939). IC50 = 100 nM in detergent-dispersed rat brain preparation.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Adenylyl cylcases.
Johnson, R.A. et al.
Encyclopedic Reference of Molecular Pharmacology (2003)
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...
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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