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

Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

(±)-Jasmonic Acid methyl ester

Cayman Chemical Item Number 9000059

(±)-Methyl Jasmonate (CAS 39924-52-2)

(±)-Jasmonic Acid methyl ester (CAS 39924-52-2)

See more

Description

The jasmonates are a group of plant stress hormones that naturally occur in plants following exposure to certain types of stresses, including pathogen and herbivore attacks. (±)-Jasmonic acid methyl ester is a mixture of trans (3R/7R and 3S/7S) isomers. (±)-Jasmonic acid methyl ester induces the synthesis of proteinase inhibitors in plant leaves.1 In cancer cells, it suppresses proliferation and induces apoptosis.2 More specifically, methyl jasmonate inhibits hexokinase that is bound to mitochondria.3 As hexokinase is overexpressed in cancer cells and contributes to cancer cell growth and survival, methyl jasmonate’s disruption of mitochondrial hexokinase activity selectively targets, and kills, cancer cells. (±)-Jasmonic acid methyl ester derivatives also have potential as anti-inflammatory agents.4

1 Farmer, E.E., and Ryan, C.A. Interplant communication: Airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. Proc Natl Acad Sci USA 87 7713-7716 (1990).

2 Fingrut, O., and Flescher, E. Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. Leukemia 16 608-616 (2002).

3 Goldin, N., Arzoine, L., Heyfets, A., et al. Methyl jasmonate binds to and detaches mitochondria-bound hexokinase. Oncogene 27 4636-4643 (2008).

4 Dang, H.T., Lee, H.J., Yoo, E.S., et al. New jasmonate analogues as potential anti-inflammatory agents. Bioorg Med Chem 16 10228-10235 (2008).

Synonyms
  • (±)-Methyl Jasmonate
Formal Name 3-​oxo-​2-​(2-​penten-​1-​yl)-​cyclopentaneacetic acid,​ methyl ester
CAS Number 39924-52-2
Molecular Formula C13H20O3
Formula Weight 224.3
Formulation A neat oil
Purity ≥95% (mixture of isomers)
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O=C1[C@@]​(C/C=C\CC)​([H]​)​[C@]​(CC(OC)​=O)​([H]​)​CC1

Background Reading

Farmer, E.E., and Ryan, C.A. Interplant communication: Airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. Proc Natl Acad Sci USA 87 7713-7716 (1990).

Goldin, N., Arzoine, L., Heyfets, A., et al. Methyl jasmonate binds to and detaches mitochondria-bound hexokinase. Oncogene 27 4636-4643 (2008).

Dang, H.T., Lee, H.J., Yoo, E.S., et al. New jasmonate analogues as potential anti-inflammatory agents. Bioorg Med Chem 16 10228-10235 (2008).

Fingrut, O., and Flescher, E. Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. Leukemia 16 608-616 (2002).

Show all 4 Hide all but first 3
Size Price Quantity Subtotal
1 g $14.00 $0.00
5 g $63.00 $0.00
10 g $112.00 $0.00
25 g $245.00 $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 2012-02-12. 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

12-oxo Phytodienoic Acid
(±)7-epi Jasmonic Acid Exclusive
dinor-12-oxo Phytodienoic Acid Exclusive
dinor-12-oxo Phytodienoic Acid-d5 Exclusive
(±)-Jasmonic Acid
Show all 5 Hide all but first 3

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?