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Safety Information

D0939

Sigma-Aldrich

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

>91% (HPLC)

Synonym(s):

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

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2.5 G
CN¥753.33
5 G
CN¥882.81
25 G
CN¥3,158.37
100 G
CN¥10,143.02

CN¥753.33

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2.5 G
CN¥753.33
5 G
CN¥882.81
25 G
CN¥3,158.37
100 G
CN¥10,143.02

About This Item

Empirical Formula (Hill Notation):
C10H12N5O11P3Na4
CAS Number:
2247753-97-3
Molecular Weight:
563.11
MDL number:
MFCD11044462
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24724456
NACRES:
NA.77

CN¥753.33

Please contact Customer Service for Availability
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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

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30968

Sodium deoxycholate monohydrate

aggregation number

1.9

aggregation number

6

aggregation number

2-3

aggregation number

3-12

description

anionic

description

anionic

description

anionic

description

anionic

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

mp

210-215 °C (subl.) (lit.)

mp

-

mp

-

mp

-

mol wt

micellar avg mol wt 900(lit.)

mol wt

micellar avg mol wt 3100

mol wt

micellar avg mol wt 900-1300

mol wt

average mol wt 1200-5000

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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    Certificates of Analysis (COA)

    Lot/Batch Number
    124K4710
    013K4703

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

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