title: Methyl jasmonate elicits the production of methyl (E)-2-hexenoate from (Z)-2-hexenol via (Z)-2-hexenal in Achyranthes bidentata plant.
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.
authors.affiliation: Laboratory of Biologically Active Compounds, Department of Biological Production, Akita Prefectural University, Akita 010-0195, Japan. Electronic address: tamo_chem@akita-pu.ac.jp.
authors.forename: Shigeru
authors.initials: S
authors.lastname: Tamogami
authors.affiliation: Laboratory of Biologically Active Compounds, Department of Biological Production, Akita Prefectural University, Akita 010-0195, Japan.
authors.forename: Koji
authors.initials: K
authors.lastname: Noge
authors.affiliation: Research Laboratory for Biotechnology and Biochemistry (RLABB), GPO Box 13265, Kathmandu, Nepal; GRADE Academy Private Limited, Adarsh Nagar, Main Road, Birgunj, Nepal.
authors.forename: Ganesh K
authors.initials: GK
authors.lastname: Agrawal
authors.affiliation: Research Laboratory for Biotechnology and Biochemistry (RLABB), GPO Box 13265, Kathmandu, Nepal; GRADE Academy Private Limited, Adarsh Nagar, Main Road, Birgunj, Nepal; Organization for Educational Initiatives, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan; Department of Anatomy I, Showa University School of Medicine, Shinagawa, Tokyo 142-8555, Japan.
authors.forename: Randeep
authors.initials: R
authors.lastname: Rakwal
mesh_terms: D000085:Acetates / Q000737:chemistry / Q000378:metabolism*; D029044:Achyranthes / Q000737:chemistry / Q000378:metabolism*; D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D003517:Cyclopentanes / Q000737:chemistry / Q000378:metabolism*; D004952:Esters / Q000737:chemistry / Q000378:metabolism; D007532:Isoleucine / Q000031:analogs & derivatives; D054883:Oxylipins / Q000737:chemistry / Q000378:metabolism*; D010946:Plants, Medicinal / Q000737:chemistry / Q000378:metabolism
chemical_list: D000085:Acetates; D000447:Aldehydes; D003517:Cyclopentanes; D004952:Esters; D054883:Oxylipins; C532883:jasmonoyl-isoleucine; D007532:Isoleucine; C051750:2-hexenal; C072239:methyl jasmonate
keywords: (Z)-2-Hexenal; (Z)-2-Hexenol; Jasmonic acid; Methyl (E)-2-hexenoate; Methyl jasmonate