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D0939

Sigma-Aldrich

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

>91% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H12N5O11P3Na4
CAS-Nummer:
2247753-97-3
Molekulargewicht:
563.11
MDL-Nummer:
MFCD11044462
UNSPSC-Code:
41106305
eCl@ss:
32160414
PubChem Substanz-ID:
24724456
NACRES:
NA.77

Assay

>91% (HPLC)

Form

solid

Farbe

off-white, powder

Löslichkeit

H2O: 24 mg/mL

Lagertemp.

−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

InChIKey

BKMXLPGGJURCPM-DNGRLYOHSA-J

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Dideoxynucleoside Triphosphate Set Sequencing Grade, sodium salt

Roche

03732738001

Dideoxynucleoside Triphosphate Set

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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