isoprenoid hydrocarbons
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2019 ◽  
Vol 19 (1) ◽  
Author(s):  
Tesia Dennison ◽  
Wenmin Qin ◽  
Derek M. Loneman ◽  
Samson G. F. Condon ◽  
Nick Lauter ◽  
...  

Abstract Background Simple non-isoprenoid hydrocarbons accumulate in discrete regions of the biosphere, including within bacteria and algae as a carbon and/or energy store, and the cuticles of plants and insects, where they may protect against environmental stresses. The extracellular cuticular surfaces of the stigmatic silks of maize are rich in linear hydrocarbons and therefore provide a convenient system to study the biological origins and functions of these unique metabolites. Results To test the hypotheses that genetics and environment influence the accumulation of surface hydrocarbons on silks and to examine the breadth of metabolome compositions across diverse germplasm, cuticular hydrocarbons were analyzed on husk-encased silks and silks that emerged from the husk leaves from 32 genetically diverse maize inbred lines, most of which are commonly utilized in genetics experiments. Total hydrocarbon accumulation varied ~ 10-fold among inbred lines, and up to 5-fold between emerged and husk-encased silks. Alkenes accounted for 5-60% of the total hydrocarbon metabolome, and the majority of alkenes were monoenes with a double bond at either the 7th or 9th carbon atom of the alkyl chain. Total hydrocarbon accumulation was impacted to similar degrees by genotype and husk encasement status, whereas genotype predominantly impacted alkene composition. Only minor differences in the metabolome were observed on silks that were emerged into the external environment for 3- versus 6-days. The environmental influence on the metabolome was further investigated by growing inbred lines in 2 years, one of which was warmer and wetter. Inbred lines grown in the drier year accumulated up to 2-fold more hydrocarbons and up to a 22% higher relative abundance of alkenes. In summary, the surface hydrocarbon metabolome of silks is primarily governed by genotype and husk encasement status, with smaller impacts of environment and genotype-by-environment interactions. Conclusions This study reveals that the composition of the cuticular hydrocarbon metabolome on silks is affected significantly by genetic factors, and is therefore amenable to dissection using quantitative genetic approaches. Such studies will clarify the genetic mechanisms responsible for the accumulation of these metabolites, enabling detailed functional investigations of the diverse and complex protective roles of silk surface lipids against environmental stresses.





2015 ◽  
Vol 78 (17-18) ◽  
pp. 1201-1209 ◽  
Author(s):  
Akinsehinwa Akinlua ◽  
Maik A. Jochmann ◽  
Torsten C. Schmidt


Author(s):  
Thomas S. Bianchi ◽  
Elizabeth A. Canuel

This chapter examines hydrocarbons present in the environment and derived from natural and anthropogenic sources. Since the industrial revolution, the abundance of hydrocarbons derived from anthropogenic sources (petroleum hydrocarbons) has increased significantly in aquatic systems. Natural oil seeps and erosion of bitumen deposits can also contribute to hydrocarbon abundance and composition in systems. These petroleum hydrocarbons can be distinguished from biological hydrocarbons by their absence of odd-carbon chain lengths commonly found in biological hydrocarbons and the greater structural diversity found in petroleum hydrocarbons. The chapter focuses on naturally produced hydrocarbons. It provides examples of how aliphatic and isoprenoid hydrocarbons have been successfully used to distinguish between algal, bacterial, and terrigenous vascular plant sources of carbon in aquatic systems. It discusses how pristine and phytane are formed from phytol under oxic vs. anoxic conditions, respectively. It also introduces highly branched isoprenoids and their use as algal biomarkers.





2005 ◽  
Vol 71 (9) ◽  
pp. 5077-5084 ◽  
Author(s):  
Quyen Banh ◽  
Matthias Arenskötter ◽  
Alexander Steinbüchel

ABSTRACT The transposons Tn5, Tn10, Tn611, and Tn5096 were characterized regarding transposition in Gordonia polyisoprenivorans strain VH2. No insertional mutants were obtained employing Tn5 or Tn10. The thermosensitive plasmid pCG79 harboring Tn611 integrated into the chromosome of G. polyisoprenivorans; however, the insertional mutants were fairly unstable und reverted frequently to the wild-type phenotype. In contrast, various stable mutants were obtained employing Tn5096-mediated transposon mutagenesis. Auxotrophic mutants, mutants defective or deregulated in carotenoid biosynthesis, and mutants defective in utilization of rubber and/or highly branched isoprenoid hydrocarbons were obtained by integration of plasmid pMA5096 harboring Tn5096 as a whole into the genome. From about 25,000 isolated mutants, the insertion loci of pMA5096 were subsequently mapped in 20 independent mutants in genes which could be related to the above-mentioned metabolic pathways or to putative regulation proteins. Analyses of the genotypes of pMA5096-mediated mutants defective in biodegradation of poly(cis-1,4-isoprene) did not reveal homologues to recently identified genes coding for enzymes catalyzing the initial cleavage of poly(cis-1,4-isoprene). One rubber-negative mutant was disrupted in mcr, encoding an α-methylacyl-coenzyme A racemase. This mutant was defective in degradation of poly(cis-1,4-isoprene) and also of highly branched isoprenoid hydrocarbons.



2004 ◽  
Vol 59 (9-10) ◽  
pp. 701-707 ◽  
Author(s):  
Andreas Bertsch ◽  
Horst Schweer ◽  
Andreas Titze

Abstract The labial gland secretions from males of the bumblebee Bombus (Separatobombus) griseocollis De Geer, a bumblebee exhibiting perching behaviour, were analysed by gas chromatography/ mass spectrometry (GC/MS) in the electron impact and positive ion chemical ionization mode. The major compound of the complex mixture of alkenols, acetates, hydrocarbons, wax type esters and steroids is tetradecyl acetate, considerable amounts of hexadecyl, geranyllinaloyl, geranylgeranyl, docosyl, tetracosenyl and hexacosenyl acetate were also found. 1,3-Tetradecanediol diacetate, detected as a minor component, has not yet been identified in male bumblebee labial gland secretions. Besides small amounts of primary alcohols (tetradecanol and hexadecanol) the tertiary alcohol geranyllinalool (3,7,11,15-tetramethyl- hexadeca-1,6,10,14-tetraene-3-ol) was also present. The primary alcohols were also present as esters of butanoic, dodecanoic, tetradecanoic, and hexadecanoic acid. Besides the usual mixture of un- and mono-unsaturated straight chain hydrocarbons, the labial gland contains the isoprenoid hydrocarbons β-springene [(6E,10E)-7,11,15-trimethyl-3-methylenehexadeca-1,6,10,14-tetraene] and two isomers of α-springene [(3Z,6E,10E)- and (3E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-1,3,6,10,14-pentaene]. The close relationship in chemical composition in male bumblebees with perching and flight pass behaviour is discussed.



2004 ◽  
Vol 18 (5) ◽  
pp. 1588-1594 ◽  
Author(s):  
Sanat Kumar ◽  
K. M. Agrawal ◽  
Peter Fischer


1999 ◽  
Vol 44 (18) ◽  
pp. 1700-1705 ◽  
Author(s):  
Ruiyong Wang ◽  
Wen Zhou ◽  
Junbiao Dai ◽  
Qingyu Wu ◽  
Guoying Sheng ◽  
...  


1998 ◽  
Vol 45 (4-5) ◽  
pp. 309-324 ◽  
Author(s):  
D.A. Cooke ◽  
R. Barlow ◽  
J. Green ◽  
S.T. Belt ◽  
S.J. Rowland


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