See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

Nodularin

Cayman Chemical Item Number 10007190

(CAS 118399-22-7)

Nodularin (CAS 118399-22-7)

See more

Description

The cyanobacterium Nodularia spumigena often contaminates the drinking water of rural communities in developing countries and accumulates in mussels, flounder, and cod from the northern Baltic Sea.1,2 Nodularin is a hepatotoxic monocylic pentapeptide produced by the N. spumigena.3 It is a potent inhibitor of protein phosphatase types 1 (PP1) and 2A (PP2A), exhibiting IC50 values of 1.8 and 0.026 nM, respectively. PP2B is inhibited to a lesser extent with an IC50 of 1.8 µM. No apparent inhibitory effect is observed with PP2C, alkaline phosphatase, acid phosphatase, insulin receptor tyrosine kinase, protein kinase A, phosphorylase kinase, or protein kinase C.4

1 Sipiä, V.O., Kankaanpää, H.T., Flinkman, J., et al. Time-dependent accumulation of cyanobacterial hepatotoxins in flounders (Platichthys flesus) and mussels (Mytilus edulis) from the northern Baltic sea. Environ Toxicol 16 330-336 (2001).

2 Sipiä, V.O., Kankaanpää, H.T., Lahti, K., et al. Detection of nodularin in flounders and cod from the Baltic Sea. Environ Toxicol 16 121-126 (2001).

3 Rinehart, K.L., Harada, K., Namikoshi, M., et al. Nodularin, microcystin, and the configuration of Adda. J Am Chem Soc 110 8557-8558 (1988).

4 Honkanen, R.E., Dukelow, M., Zwiller, J., et al. Cyanobacterial nodularin is a potent inhibitor of type 1 and type 2A protein phosphatases. Mol Pharmacol 40 577-583 (1991).

Formal Name cyclo[3S-​amino-​9S-​methoxy-​2S,​6E,​8S-​trimethyl-​10-​phenyl-​4,​6-​decadienoyl-​D-​γ-​glutamyl-​(2Z)-​2-​(methylamino)-​2-​butenoyl-​(3S)-​3-​methyl-​D-​β-​aspartyl-​L-​arginyl]
CAS Number 118399-22-7
Molecular Formula C41H60N8O10
Formula Weight 825.0
Formulation A solution in ethanol
Purity >95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
COC(Cc1ccccc1)​C(C)​\C=C(/C)​\C=C/C1NC(=O)​C(CCCNC(=N)​N)​NC(=O)​C(C)​C(NC(=O)​\C(=C\C)​/N(C)​C(=O)​CCC(NC(=O)​C1C)​C(=O)​O)​C(=O)​O

Background Reading

Sipiä, V.O., Kankaanpää, H.T., Flinkman, J., et al. Time-dependent accumulation of cyanobacterial hepatotoxins in flounders (Platichthys flesus) and mussels (Mytilus edulis) from the northern Baltic sea. Environ Toxicol 16 330-336 (2001).

Rinehart, K.L., Harada, K., Namikoshi, M., et al. Nodularin, microcystin, and the configuration of Adda. J Am Chem Soc 110 8557-8558 (1988).

Honkanen, R.E., Dukelow, M., Zwiller, J., et al. Cyanobacterial nodularin is a potent inhibitor of type 1 and type 2A protein phosphatases. Mol Pharmacol 40 577-583 (1991).

Sipiä, V.O., Kankaanpää, H.T., Lahti, K., et al. Detection of nodularin in flounders and cod from the Baltic Sea. Environ Toxicol 16 121-126 (2001).

Show all 4 Hide all but first 3
Size Price Quantity Subtotal
50 µg $35.00 $0.00
100 µg $67.00 $0.00
500 µg $280.00 $0.00
1 mg $490.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

Microcystin-LR

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?