Skip to Content
MilliporeSigma
  • Methyl jasmonate elicits the production of methyl (E)-2-hexenoate from (Z)-2-hexenol via (Z)-2-hexenal in Achyranthes bidentata plant.

Methyl jasmonate elicits the production of methyl (E)-2-hexenoate from (Z)-2-hexenol via (Z)-2-hexenal in Achyranthes bidentata plant.

FEBS letters (2015-01-13)
Shigeru Tamogami, Koji Noge, Ganesh K Agrawal, Randeep Rakwal
ABSTRACT

The medicinal herbal plant Achyranthes bidentata (A. bidentata) produces the sweet-odor ester - methyl (E)-2-hexenoate (1) as the major volatile in response to methyl jasmonate (MeJA). Here, we investigated the biosynthetic pathway of methyl (E)-2-hexenoate (1). The common plant precursor (Z)-3-hexenal was only slightly metabolized into methyl (E)-2-hexenoate (1), and its application scarcely enhanced the production of this ester. By contrast, a structurally related alcohol, (Z)-2-hexenol, as well as a deuteride derivative thereof could be efficiently metabolized into methyl (E)-2-hexenoate (1). Thus, we hypothesize that A. bidentata possess a specific pathway for the production of methyl (E)-2-hexenoate (1) from (Z)-2-hexenol in response to MeJA.

MATERIALS
Product Number
Brand
Product Description

Supelco
Dichloromethane solution, contains 10 % (v/v) methanol
Sigma-Aldrich
Tetrahydrofuran, JIS special grade, ≥99.5%
Sigma-Aldrich
Tetrahydrofuran, suitable for HPLC, contains no stabilizer
Sigma-Aldrich
Tetrahydrofuran, anhydrous, ≥99.9%, inhibitor-free
Sigma-Aldrich
Tetrahydrofuran, SAJ first grade, ≥99.0%
Sigma-Aldrich
Tetrahydrofuran, ACS reagent, ≥99.0%, contains 250 ppm BHT as inhibitor
Sigma-Aldrich
Tetrahydrofuran, contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%
Sigma-Aldrich
Zirconyl chloride octahydrate, reagent grade, 98%
Sigma-Aldrich
Tetrahydrofuran, inhibitor-free, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Tetrahydrofuran, contains 250 ppm BHT as inhibitor, puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99.9%
Sigma-Aldrich
Tetrahydrofuran, ReagentPlus®, ≥99.0%, contains 250 ppm BHT as inhibitor
Supelco
Tetrahydrofuran, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Dichloromethane solution, certified reference material, 5000 μg/mL in methanol
Supelco
Tetrahydrofuran, analytical standard
Supelco
Tetrahydrofuran, Selectophore, ≥99.5%
Sigma-Aldrich
3-Hexyn-1-ol, 98%
Sigma-Aldrich
Pyridinium chlorochromate, 98%
Sigma-Aldrich
Tetrahydrofuran, suitable for HPLC, ≥99.9%, inhibitor-free
Sigma-Aldrich
2-Hexyn-1-ol, 97%
Sigma-Aldrich
Tetrahydrofuran, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%
Supelco
Dichloromethane, analytical standard
Supelco
Dichloromethane, ≥99.9%
Supelco
Dichloromethane, Selectophore, ≥99.5%
Sigma-Aldrich
Dichloromethane, suitable for HPLC, ≥99.9%, contains 40-150 ppm amylene as stabilizer
Supelco
Methylene Chloride, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Dichloromethane, anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer
Sigma-Aldrich
Dichloromethane, suitable for HPLC, ≥99.8%, contains amylene as stabilizer