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123041

AICA-Riboside, 5′-Phosphate

Name: AICA-Riboside, 5′-Phosphate
Brand: MM

A 5′-phosphorylated analog of membrane permeable AICA-Riboside that mimics AMP and acts as an activator of AMPK (AMP-activated protein kinase).

Synonym(s):

AICA-Riboside, 5′-Phosphate, AICA-Ribotide, AICAr Monophosphate, ZMP, AMPK Signaling Activator IV

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₅N₄O₈P

CAS Number:

3031-94-5

Molecular Weight:

338.21

MDL number:

MFCD00057264

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, desiccated (hygroscopic), protect from light

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Properties

Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

white to light pink

solubility

water: 1 mg/mL, DMSO: 30 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

[P](=O)(OCC1OC(C(C1O)O)[n]2cnc(c2N)C(=O)N)(O)O

InChI

1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)

InChI key

NOTGFIUVDGNKRI-UHFFFAOYSA-N

Description

General description

A 5′-phosphorylated analog of membrane permeable AICA-Riboside (Cat. No. 123040) that mimics AMP and acts as an activator of AMPK (AMP-activated protein kinase).

Biochem/physiol Actions

Cell permeable: no

Primary Target
Activator of AMPK (AMP-activated protein kinase)

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Only water soluble following extensive heating.

Other Notes

Fryer, L.G.D., et al. 2002. Biochem. J.363, 167.
Henin, N., et al. 1996. Biochim. Biophys. Acta1290, 197.
Corton, J.M., et al. 1995. Eur. J. Biochem.229, 558.
Sullivan, J.E., et al. 1994. Biochem. Biophys. Res. Commun.200, 1551.
Sabina, R.L., et al. 1985. J. Biol. Chem.260, 6107.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c