Bisabolenes are a group of closely related natural chemical compounds which are classified as sesquiterpenes. Bisabolenes are produced from farnesyl pyrophosphate (FPP)[1] and are present in the essential oils of bisabol, and of a wide variety of other plants including cubeb, lemon, and oregano. Various derivates also function as pheromones in different insects, such as stink bugs[2] and fruit flies.[3] Bisabolenes are produced by several fungi, though their biological role in that group of organisms remains unclear.[4]
Bisabolenes are intermediates in the biosynthesis of many other natural chemical compounds,[7] including hernandulcin, a natural sweetener. β-Bisabolene has a balsamic odor[8] and is approved in Europe as a food additive.
Bisabolene has been identified as a biologically producible precursor to a diesel fuel alternative and/or cold weather additive bisabolane. [9]
^Aldrich, J.R.; Numata, H.; Borges, M.; Bin, F.; Waite, G.K.; Lusby, W.R. (1993). . Zeitschrift für Naturforschung. 48C (1–2): 73–79. doi:10.1515/znc-1993-1-214. S2CID 40523228. Archived from the original on 2013-04-08. Retrieved 2013-10-22.
^Lu, F.; Teal, P.E. (2001). "Sex pheromone components in oral secretions and crop of male Caribbean fruit flies, Anastrepha suspensa (Loew)". Archives of Insect Biochemistry and Physiology. 48 (3): 144–154. doi:10.1002/arch.1067. PMID 11673844.
^Spakowicz, Daniel J.; Strobel, Scott A. (2015). "Biosynthesis of hydrocarbons and volatile organic compounds by fungi: bioengineering potential". Applied Microbiology and Biotechnology. 99 (12): 4943–4951. doi:10.1007/s00253-015-6641-y. PMC4677055. PMID 25957494.
bisabolene, group, closely, related, natural, chemical, compounds, which, classified, sesquiterpenes, produced, from, farnesyl, pyrophosphate, present, essential, oils, bisabol, wide, variety, other, plants, including, cubeb, lemon, oregano, various, derivates. Bisabolenes are a group of closely related natural chemical compounds which are classified as sesquiterpenes Bisabolenes are produced from farnesyl pyrophosphate FPP 1 and are present in the essential oils of bisabol and of a wide variety of other plants including cubeb lemon and oregano Various derivates also function as pheromones in different insects such as stink bugs 2 and fruit flies 3 Bisabolenes are produced by several fungi though their biological role in that group of organisms remains unclear 4 Bisabolenes a Bisaboleneb Bisaboleneg BisaboleneNamesIUPAC names a E 1 Methyl 4 6 methylhepta 2 5 dien 2 yl cyclohex 1 ene b S 1 Methyl 4 6 methylhepta 1 5 dien 2 yl cyclohex 1 ene g Z 1 Methyl 4 6 methylhept 5 en 2 ylidene cyclohex 1 eneIdentifiersCAS Number a 17627 44 0 Yb 495 61 4 Yg 495 62 5 Y3D model JSmol a Interactive imageb Interactive imageg Interactive imageBeilstein Reference a 2414203b 2044625g 2501191ChEBI a CHEBI 49244b CHEBI 49263g CHEBI 49237ChemSpider a 4509521b 8279897g 2298446KEGG b C16775PubChem CID a 5352653b 10104370g 3033866UNII a SUQ209P6FX Yb S19BRC22QA Yg E6941S3U3Q YInChI a InChI 1S C15H24 c1 12 2 6 5 7 14 4 15 10 8 13 3 9 11 15 h6 8 15H 5 9 11H2 1 4H3 b14 7 b InChI 1S C15H24 c1 12 2 6 5 7 14 4 15 10 8 13 3 9 11 15 h6 8 15H 4 5 7 9 11H2 1 3H3 t15 m1 s1g InChI 1S C15H24 c1 12 2 6 5 7 14 4 15 10 8 13 3 9 11 15 h6 8H 5 7 9 11H2 1 4H3 b15 14 SMILES a CC1 CCC C C C C C C C C CC1b CC1 CC C H C CC C C C C C CC1g CC CC 1 CCC1 C C CC C C C CPropertiesChemical formula C 15H 24Molar mass 204 357 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Three isomers are known a b and g bisabolene 5 6 which differ by the positions of the double bonds Contents 1 Uses 2 See also 3 References 4 External linksUses editBisabolenes are intermediates in the biosynthesis of many other natural chemical compounds 7 including hernandulcin a natural sweetener b Bisabolene has a balsamic odor 8 and is approved in Europe as a food additive Bisabolene has been identified as a biologically producible precursor to a diesel fuel alternative and or cold weather additive bisabolane 9 See also editAlpha bisabolene synthase S beta bisabolene synthase E gamma bisabolene synthase Z gamma bisabolene synthaseReferences edit MetaCyc bisabolene biosynthesis engineered biocyc org Retrieved 2018 05 28 Aldrich J R Numata H Borges M Bin F Waite G K Lusby W R 1993 Artifacts and pheromone blends from Nezara spp and other stink bug Heteroptera Pentatomidae Zeitschrift fur Naturforschung 48C 1 2 73 79 doi 10 1515 znc 1993 1 214 S2CID 40523228 Archived from the original on 2013 04 08 Retrieved 2013 10 22 Lu F Teal P E 2001 Sex pheromone components in oral secretions and crop of male Caribbean fruit flies Anastrepha suspensa Loew Archives of Insect Biochemistry and Physiology 48 3 144 154 doi 10 1002 arch 1067 PMID 11673844 Spakowicz Daniel J Strobel Scott A 2015 Biosynthesis of hydrocarbons and volatile organic compounds by fungi bioengineering potential Applied Microbiology and Biotechnology 99 12 4943 4951 doi 10 1007 s00253 015 6641 y PMC 4677055 PMID 25957494 pubchem alpha Bisabolene pubchem beta Bisabolene Bisabolene derived sesquiterpenoid biosynthesis Archived November 2 2010 at the Wayback Machine b bisabolene flavornet org Alternative Diesel Fuel from Biosynthetic Bisabolene 13 August 2014 External links editBeta bisabolene NIST Chemistry WebBook listing Retrieved from https en wikipedia org w index php title Bisabolene amp oldid 1179974153, wikipedia, wiki, book, books, library,
