Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis
Abstract
Terpenoids, naturally occurring compounds derived from isoprene units present in pine oleoresin, are a valuable source of chemicals used in solvents, fragrances, flavors, and have shown potential use as a biofuel. This paper describes a method to extract and analyze the terpenoids present in loblolly pine saplings and pine lighter wood. Various extraction solvents were tested over different times and temperatures. Samples were analyzed by pyrolysis-molecular beam mass spectrometry before and after extractions to monitor the extraction efficiency. The pyrolysis studies indicated that the optimal extraction method used a 1:1 hexane/acetone solvent system at 22°C for 1 h. Extracts from the hexane/acetone experiments were analyzed using a low thermal mass modular accelerated column heater for fast-GC/FID analysis. The most abundant terpenoids from the pine samples were quantified, using standard curves, and included the monoterpenes, α- and β-pinene, camphene, and δ-carene. Sesquiterpenes analyzed included caryophyllene, humulene, and α-bisabolene. In conclusion, diterpenoid resin acids were quantified in derivatized extractions, including pimaric, isopimaric, levopimaric, palustric, dehydroabietic, abietic, and neoabietic acids.
- Authors:
-
- National Renewable Energy Lab. (NREL), Golden, CO (United States)
- Univ. of Florida, Gainesville, FL (United States)
- Publication Date:
- Research Org.:
- National Renewable Energy Laboratory (NREL), Golden, CO (United States)
- Sponsoring Org.:
- USDOE Advanced Research Projects Agency - Energy (ARPA-E)
- OSTI Identifier:
- 1239644
- Report Number(s):
- NREL/JA-5100-64186
Journal ID: ISSN 2296-598X
- Grant/Contract Number:
- AC36-08GO28308
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Frontiers in Energy Research
- Additional Journal Information:
- Journal Volume: 4; Journal Issue: 1; Journal ID: ISSN 2296-598X
- Publisher:
- Frontiers Research Foundation
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANAYLYTICAL CHEMISTRY; fast-GC; pine; pyrolysis-molecular beam mass spectrometry; cell wall chemistry; biofuels
Citation Formats
Harman-Ware, Anne E., Sykes, Robert, Peter, Gary F., and Davis, Mark. Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis. United States: N. p., 2016.
Web. doi:10.3389/fenrg.2016.00002.
Harman-Ware, Anne E., Sykes, Robert, Peter, Gary F., & Davis, Mark. Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis. United States. https://doi.org/10.3389/fenrg.2016.00002
Harman-Ware, Anne E., Sykes, Robert, Peter, Gary F., and Davis, Mark. Mon .
"Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis". United States. https://doi.org/10.3389/fenrg.2016.00002. https://www.osti.gov/servlets/purl/1239644.
@article{osti_1239644,
title = {Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis},
author = {Harman-Ware, Anne E. and Sykes, Robert and Peter, Gary F. and Davis, Mark},
abstractNote = {Terpenoids, naturally occurring compounds derived from isoprene units present in pine oleoresin, are a valuable source of chemicals used in solvents, fragrances, flavors, and have shown potential use as a biofuel. This paper describes a method to extract and analyze the terpenoids present in loblolly pine saplings and pine lighter wood. Various extraction solvents were tested over different times and temperatures. Samples were analyzed by pyrolysis-molecular beam mass spectrometry before and after extractions to monitor the extraction efficiency. The pyrolysis studies indicated that the optimal extraction method used a 1:1 hexane/acetone solvent system at 22°C for 1 h. Extracts from the hexane/acetone experiments were analyzed using a low thermal mass modular accelerated column heater for fast-GC/FID analysis. The most abundant terpenoids from the pine samples were quantified, using standard curves, and included the monoterpenes, α- and β-pinene, camphene, and δ-carene. Sesquiterpenes analyzed included caryophyllene, humulene, and α-bisabolene. In conclusion, diterpenoid resin acids were quantified in derivatized extractions, including pimaric, isopimaric, levopimaric, palustric, dehydroabietic, abietic, and neoabietic acids.},
doi = {10.3389/fenrg.2016.00002},
journal = {Frontiers in Energy Research},
number = 1,
volume = 4,
place = {United States},
year = {Mon Jan 25 00:00:00 EST 2016},
month = {Mon Jan 25 00:00:00 EST 2016}
}
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Simultaneous analysis of monoterpenes and diterpenoids of conifer oleoresin
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- Phytochemical Analysis, Vol. 4, Issue 5
Origin identification of Pinus nigra populations in southwestern Europe using terpene composition variations
journal, February 2005
- Bojovic, Srdjan; Jurc, Maja; Drazic, Dragana
- Trees, Vol. 19, Issue 5
Needle terpene concentrations and emissions of two coexisting subspecies of Scots pine attacked by the pine processionary moth (Thaumetopoea pityocampa)
journal, July 2013
- Achotegui-Castells, Ander; Llusià, Joan; Hódar, José A.
- Acta Physiologiae Plantarum, Vol. 35, Issue 10
Pine oil–biodiesel blends: A double biofuel strategy to completely eliminate the use of diesel in a diesel engine
journal, October 2014
- Vallinayagam, R.; Vedharaj, S.; Yang, W. M.
- Applied Energy, Vol. 130
Oleoresin tapping of planted slash pine ( Pinus elliottii Engelm. var. elliottii ) adds value and management flexibility to landowners in the southern United States
journal, September 2014
- Susaeta, Andres; Peter, Gary F.; Hodges, Alan W.
- Biomass and Bioenergy, Vol. 68
Efficient conversion of pure and mixed terpene feedstocks to high density fuels
journal, July 2012
- Meylemans, Heather A.; Quintana, Roxanne L.; Harvey, Benjamin G.
- Fuel, Vol. 97
Combustion and emissions characterization of terpenes with a view to their biological production in cyanobacteria
journal, September 2013
- Hellier, Paul; Al-Haj, Lamya; Talibi, Midhat
- Fuel, Vol. 111
Diterpene resin acids in conifers
journal, November 2006
- Keeling, Christopher I.; Bohlmann, Jörg
- Phytochemistry, Vol. 67, Issue 22
Plant coexistence alters terpene emission and content of Mediterranean species
journal, March 2007
- Ormeño, Elena; Fernandez, Catherine; Mévy, Jean-Philippe
- Phytochemistry, Vol. 68, Issue 6
The influence of Ceratocystis polonica inoculation and methyl jasmonate application on terpene chemistry of Norway spruce, Picea abies
journal, August 2010
- Zhao, Tao; Krokene, Paal; Björklund, Niklas
- Phytochemistry, Vol. 71, Issue 11-12
Molecular characterization of the pyrolysis of biomass
journal, March 1987
- Evans, Robert J.; Milne, Thomas A.
- Energy & Fuels, Vol. 1, Issue 2
High-Density Renewable Fuels Based on the Selective Dimerization of Pinenes
journal, January 2010
- Harvey, Benjamin G.; Wright, Michael E.; Quintana, Roxanne L.
- Energy & Fuels, Vol. 24, Issue 1
Sesquiterpenoid Emissions from Agricultural Crops: Correlations to Monoterpenoid Emissions and Leaf Terpene Content
journal, May 2010
- Ormeño, Elena; Gentner, Drew R.; Fares, Silvano
- Environmental Science & Technology, Vol. 44, Issue 10
Solvents from Pine
journal, October 1943
- Palmer, R. C.
- Industrial & Engineering Chemistry, Vol. 35, Issue 10
Volatile Monoterpenes in Black Currant (Ribes nigrum L.) Juice: Effects of Heating and Enzymatic Treatment by β-Glucosidase
journal, February 2006
- Varming, Camilla; Andersen, Mogens L.; Poll, Leif
- Journal of Agricultural and Food Chemistry, Vol. 54, Issue 6
Identification and microbial production of a terpene-based advanced biofuel
journal, September 2011
- Peralta-Yahya, Pamela P.; Ouellet, Mario; Chan, Rossana
- Nature Communications, Vol. 2, Issue 1
Methyl Jasmonate Induces Traumatic Resin Ducts, Terpenoid Resin Biosynthesis, and Terpenoid Accumulation in Developing Xylem of Norway Spruce Stems
journal, July 2002
- Martin, Diane; Tholl, Dorothea; Gershenzon, Jonathan
- Plant Physiology, Vol. 129, Issue 3
Seasonal and geographical variation of terpenes, resin acids and total phenolics in nursery grown seedlings of Scots pine (Pinus sylvestris L.)
journal, December 1994
- Nerg, A.; Kainulainen, P.; Vuorinen, M.
- New Phytologist, Vol. 128, Issue 4