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123041

Sigma-Aldrich

AICA-Riboside, 5′-Phosphate

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:
Molecular Weight:
338.21
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

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

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

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).
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

Warning

Toxicity: Standard Handling (A)

Preparation Note

Only water soluble following extensive heating.

Reconstitution

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

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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