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Merck

123041

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
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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Product Name

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).

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

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

Quality Level

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Activator of AMPK (AMP-activated protein kinase)
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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).

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.

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

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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