Literature DB >> 16377900

Synthesis of the four stereoisomers of 2,6-dimethyloctane-1,8-dioic acid, a component of the copulation release pheromone of the cowpea weevil, Callosobruchus maculatus.

Tomonori Nakai1, Arata Yajima, Kazuaki Akasaka, Takayuki Kaihoku, Miki Ohtaki, Tomoo Nukada, Hiroshi Ohrui, Goro Yabuta.   

Abstract

A diastereomeric mixture and the four stereoisomers of 2,6-dimethyloctane-1,8-dioic acid (2), a copulation release pheromone of the cowpea weevil, Callosobruchus maculatus, were synthesized. The stereoisomeric purities of the four synthetic isomers of 2 were determined by the HPLC analyses of their bis-2-(2,3-anthracenedicarboximide)-1-cyclohexyl esters.

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Year:  2005        PMID: 16377900     DOI: 10.1271/bbb.69.2401

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN: 0916-8451            Impact factor:   2.043


  7 in total

1.  Contact sex pheromone components of the seed beetle, Callosobruchus analis (F.).

Authors:  Kenji Shimomura; Kazuaki Akasaka; Arata Yajima; Takanori Mimura; Shunsuke Yajima; Kanju Ohsawa
Journal:  J Chem Ecol       Date:  2010-08-10       Impact factor: 2.626

Review 2.  A Highly Selective and Sensitive Chiral Derivatization Method for High- Performance Liquid Chromatographic Determination of the Stereoisomer Composition of Natural Products With Chiral Branched Alkyl Chains.

Authors:  Kazuaki Akasaka
Journal:  J Chem Ecol       Date:  2022-01-31       Impact factor: 2.793

3.  Chemical structures of constituents from the flowers of Osmanthus fragrans var. aurantiacus.

Authors:  Jiang Liu; Seikou Nakamura; Bin Xu; Takahiro Matsumoto; Tomoe Ohta; Katsuyoshi Fujimoto; Keiko Ogawa; Masashi Fukaya; Shiori Miyake; Masayuki Yoshikawa; Hisashi Matsuda
Journal:  J Nat Med       Date:  2014-10-10       Impact factor: 2.343

Review 4.  Development of highly potent chiral discrimination methods that solve the problems of the diastereomer method.

Authors:  Hiroshi Ohrui
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2007-06       Impact factor: 3.493

5.  Direct determination of the stereoisomeric composition of callosobruchusic acid, the copulation release pheromone of the azuki bean weevil, Callosobruchus chinensis L., by the 2D-Ohrui-Akasaka method.

Authors:  Arata Yajima; Kazuaki Akasaka; Masamichi Yamamoto; Sachiko Ohmori; Tomoo Nukada; Goro Yabuta
Journal:  J Chem Ecol       Date:  2007-07       Impact factor: 2.793

6.  Contact sex pheromone components of the cowpea weevil, Callosobruchus maculatus.

Authors:  Satoshi Nojima; Kenji Shimomura; Hiroshi Honda; Izuru Yamamoto; Kanju Ohsawa
Journal:  J Chem Ecol       Date:  2007-03-30       Impact factor: 2.793

7.  Selective allylic hydroxylation of acyclic terpenoids by CYP154E1 from Thermobifida fusca YX.

Authors:  Anna M Bogazkaya; Clemens J von Bühler; Sebastian Kriening; Alexandrine Busch; Alexander Seifert; Jürgen Pleiss; Sabine Laschat; Vlada B Urlacher
Journal:  Beilstein J Org Chem       Date:  2014-06-13       Impact factor: 2.883

  7 in total

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