Document Detail

Neofunctionalization in an ancestral insect desaturase lineage led to rare Δ6 pheromone signals in the Chinese tussah silkworm.
MedLine Citation:
PMID:  20691782     Owner:  NLM     Status:  MEDLINE    
The Chinese tussah silkworm, Antheraea pernyi (Lepidoptera: Saturniidae) produces a rare dienoic sex pheromone composed of (E,Z)-6,11-hexadecadienal, (E,Z)-6,11-hexadecadienyl acetate and (E,Z)-4,9-tetradecadienyl acetate, and for which the biosynthetic routes are yet unresolved. By means of gland composition analyses and in vivo labeling we evidenced that pheromone biosynthesis towards the immediate dienoic gland precursor, the (E,Z)-6,11-hexadecadienoic acid, involves desaturation steps with Δ(6) and Δ(11) regioselectivity. cDNA cloning of pheromone gland desaturases and heterologous expression in yeast demonstrated that the 6,11-dienoic pheromone is generated from two biosynthetic routes implicating a Δ(6) and Δ(11) desaturase duo albeit with an inverted reaction order. The two desaturases first catalyze the formation of the (E)-6-hexadecenoic acid or (Z)-11-hexadecenoic acid, key mono-unsaturated biosynthetic intermediates. Subsequently, each enzyme is able to produce the (E,Z)-6,11-hexadecadienoic acid by accommodating its non-respective mono-unsaturated product. Besides elucidating an unusually flexible pheromone biosynthetic pathway, our data provide the first identification of a biosynthetic Δ(6) desaturase involved in insect mate communication. The occurrence of this novel Δ(6) desaturase function is consistent with an evolutionary scenario involving neo-functionalization of an ancestral desaturase belonging to a gene lineage different from the Δ(11) desaturases commonly involved in moth pheromone biosynthesis.
Hong-Lei Wang; Marjorie A Liénard; Cheng-Hua Zhao; Chen-Zhu Wang; Christer Löfstedt
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-08-05
Journal Detail:
Title:  Insect biochemistry and molecular biology     Volume:  40     ISSN:  1879-0240     ISO Abbreviation:  Insect Biochem. Mol. Biol.     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-09-27     Completed Date:  2011-01-05     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9207282     Medline TA:  Insect Biochem Mol Biol     Country:  England    
Other Details:
Languages:  eng     Pagination:  742-51     Citation Subset:  IM    
Copyright Information:
Copyright © 2010 Elsevier Ltd. All rights reserved.
Chemical Ecology and Ecotoxicology, Department of Biology, Lund University, SE-223 62 Lund, Sweden.
Data Bank Information
Bank Name/Acc. No.:
GENBANK/GU952763;  GU952764;  GU952765
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MeSH Terms
Bombyx / chemistry,  enzymology*,  genetics,  metabolism
Evolution, Molecular*
Fatty Acid Desaturases / chemistry,  genetics,  metabolism*
Insect Proteins / chemistry,  genetics,  metabolism*
Insects / chemistry,  classification,  enzymology*,  genetics
Molecular Sequence Data
Pheromones / biosynthesis*,  chemistry
Substrate Specificity
Reg. No./Substance:
0/Insect Proteins; 0/Pheromones; EC 1.14.19.-/Fatty Acid Desaturases

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