Literature DB >> 21465267

The biosynthesis of hexahydrofarnesylacetone in the butterfly Pieris brassicae.

Stefan Schulz1, Selma Yildizhan, Joop J A van Loon.   

Abstract

Hexahydrofarnesylacetone (6,10,14-trimethylpentadecan-2-one, 1) is a widespread ketone occurring in plants and insects. Several species use this compound or the respective alcohol as part of their pheromone bouquet. Here, we showed by using deuterium labeled phytol (3) and GC-MS experiments that the Large Cabbage White butterfly Pieris brassicae can take up phytol in the larval stage and transforms it into 1 by oxidative degradation.

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Year:  2011        PMID： 21465267     DOI： 10.1007/s10886-011-9939-y

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN： 0098-0331            Impact factor:   2.626


  7 in total

1.  CHLOROPHYLL DEGRADATION.

Authors:  Philippe Matile; Stefan Hortensteiner; Howard Thomas
Journal:  Annu Rev Plant Physiol Plant Mol Biol       Date:  1999-06

2.  (6R, 10R)-6,10,14-trimethylpentadecan-2-one, a dominant and behaviorally active component in male orchid bee fragrances.

Authors:  Thomas Eltz; Erik Hedenström; Joakim Bång; Erika A Wallin; Jimmy Andersson
Journal:  J Chem Ecol       Date:  2010-10-16       Impact factor: 2.626

3.  Composition and electrophysiological activity of constituents identified in male wing gland secretion of the bumblebee parasite Aphomia sociella.

Authors:  Blanka Kalinová; Jirí Kindl; Pavel Jiros; Petr Zácek; Sona Vasícková; Milos Budesínský; Irena Valterová
Journal:  J Nat Prod       Date:  2009-01       Impact factor: 4.050

4.  The carotenoid cleavage dioxygenase 1 enzyme has broad substrate specificity, cleaving multiple carotenoids at two different bond positions.

Authors:  Jonathan T Vogel; Bao-Cai Tan; Donald R McCarty; Harry J Klee
Journal:  J Biol Chem       Date:  2008-02-19       Impact factor: 5.157

5.  Aphrodisiac pheromones from the wings of the small cabbage white and large cabbage white butterflies, Pieris rapae and Pieris brassicae.

Authors:  Selma Yildizhan; Joop van Loon; Anna Sramkova; Manfred Ayasse; Cristian Arsene; Cindy ten Broeke; Stefan Schulz
Journal:  Chembiochem       Date:  2009-07-06       Impact factor: 3.164

6.  The pheromone system of the male danaine butterfly, Idea leuconoe.

Authors:  S Schulz; R Nishida
Journal:  Bioorg Med Chem       Date:  1996-03       Impact factor: 3.641

7.  The male sex pheromone of the butterfly Bicyclus anynana: towards an evolutionary analysis.

Authors:  Caroline M Nieberding; Helene de Vos; Maria V Schneider; Jean-Marc Lassance; Natalia Estramil; Jimmy Andersson; Joakim Bång; Erik Hedenström; Christer Löfstedt; Paul M Brakefield
Journal:  PLoS One       Date:  2008-07-23       Impact factor: 3.240
  7 in total
  10 in total

1.  Selection on male sex pheromone composition contributes to butterfly reproductive isolation.

Authors:  P M B Bacquet; O Brattström; H-L Wang; C E Allen; C Löfstedt; P M Brakefield; C M Nieberding
Journal:  Proc Biol Sci       Date:  2015-04-07       Impact factor: 5.349

2.  The Scent Chemistry of Heliconius Wing Androconia.

Authors:  Florian Mann; Sohini Vanjari; Neil Rosser; Sandra Mann; Kanchon K Dasmahapatra; Chris Corbin; Mauricio Linares; Carolina Pardo-Diaz; Camilo Salazar; Chris Jiggins; Stefan Schulz
Journal:  J Chem Ecol       Date:  2017-08-08       Impact factor: 2.626

3.  Stereoisomeric analysis of 6,10,14-trimethylpentadecan-2-ol and the corresponding ketone in wing extracts from African Bicyclus butterfly species.

Authors:  E Hedenström; E A Wallin; J Andersson; J Bång; H-L Wang; C Löfstedt; O Brattström; P Baquet
Journal:  J Chem Ecol       Date:  2014-12-20       Impact factor: 2.626

4.  Sex pheromones from male forewings of the Common Grass Yellow Eurema mandarina.

Authors:  Kento Yoshimori; Chika Okuda; Shinji Ohta; Hisashi Ômura
Journal:  J Chem Ecol       Date:  2022-07-12       Impact factor: 2.793

5.  Phenolic and Volatile Composition and Antioxidant Properties of the Leaf Extract of Brassica fruticulosa subsp. fruticulosa (Brassicaceae) Growing Wild in Sicily (Italy).

Authors:  Emilia Cavò; Maria Fernanda Taviano; Federica Davì; Francesco Cacciola; Yassine Oulad El Majdoub; Luigi Mondello; Monica Ragusa; Concetta Condurso; Maria Merlino; Antonella Verzera; Natalizia Miceli
Journal:  Molecules       Date:  2022-04-26       Impact factor: 4.927

6.  Steps in the biosynthesis of fuscumol in the longhorn beetles Tetropium fuscum (F.) and Tetropium cinnamopterum Kirby.

Authors:  Peter D Mayo; Peter J Silk; Michel Cusson; Catherine Béliveau
Journal:  J Chem Ecol       Date:  2013-03-05       Impact factor: 2.626

7.  Sex pheromone biosynthetic pathways are conserved between moths and the butterfly Bicyclus anynana.

Authors:  Marjorie A Liénard; Hong-Lei Wang; Jean-Marc Lassance; Christer Löfstedt
Journal:  Nat Commun       Date:  2014-05-27       Impact factor: 14.919

8.  Floral Volatiles in Parasitic Plants of the Orobanchaceae. Ecological and Taxonomic Implications.

Authors:  Peter Tóth; Anna K Undas; Francel Verstappen; Harro Bouwmeester
Journal:  Front Plant Sci       Date:  2016-03-15       Impact factor: 5.753

9.  Differentiation in putative male sex pheromone components across and within populations of the African butterfly Bicyclus anynana as a potential driver of reproductive isolation.

Authors:  Paul M B Bacquet; Maaike A de Jong; Oskar Brattström; Hong-Lei Wang; Freerk Molleman; Stéphanie Heuskin; George Lognay; Christer Löfstedt; Paul M Brakefield; Alain Vanderpoorten; Caroline M Nieberding
Journal:  Ecol Evol       Date:  2016-07-29       Impact factor: 2.912

10.  Phenotypic plasticity in sex pheromone production in Bicyclus anynana butterflies.

Authors:  Emilie Dion; Antónia Monteiro; Joanne Y Yew
Journal:  Sci Rep       Date:  2016-12-14       Impact factor: 4.379
  10 in total

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