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Synthesis and characterization of poly(3-hydroxyalkanoates) from Brassica carinata oil with high content of erucic acid and from very long chain fatty acids.
Int J Biol Macromol. 2011 Jan 01; 48(1):137-45.IJ

Abstract

Pseudomonas aeruginosa produced medium chain length poly(3-hydroxyalkanoates) (mcl-PHAs) when grown on substrates containing very long chain fatty acids (VLCFA, C>20). Looking for low cost carbon sources, we tested Brassica carinata oil (erucic acid content 35-48%) as an intact triglyceride containing VLCFA. Oleic (C18:1), erucic (C22:1), and nervonic (C24:1) acids were also employed for mcl-PHA production as model substrates. The polymers obtained were analyzed by GC of methanolyzed samples, GPC, 1H and 13C NMR, ESI MS of partially pyrolyzed samples, and DSC. The repeating units of such polymers were saturated and unsaturated, with a higher content of the latter in the case of the PHA obtained from B. carinata oil. Statistical analysis of the ion intensity in the ESI mass spectra showed that the PHAs from pure fatty acids are random copolymers, while the PHA from B. carinata oil is either a pure polymer or a mixture of polymers. Weight-average molecular weight varied from ca. 56,000 g/mol for the PHA from B. carinata oil and oleic acid, to about 120,000 g/mol for those from erucic and nervonic acids. The PHAs from erucic and nervonic acids were partially crystalline, with rubbery characteristics and a melting point (Tm) of 50°C, while the PHAs from oleic acid and from B. carinata oil afforded totally amorphous materials, with glass transition temperatures (Tg) of -52°C and -47°C, respectively.

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Authors+Show Affiliations

Impallomeni G
Istituto di Chimica e Tecnologia dei Polimeri, Consiglio Nazionale delle Ricerche, Via P. Gaifami, 18, 95126 Catania, Italy.
Ballistreri A
No affiliation info available
Carnemolla GM
No affiliation info available
Guglielmino SP
No affiliation info available
Nicolò MS
No affiliation info available
Cambria MG
No affiliation info available

MeSH

BrassicaErucic AcidsFatty AcidsFatty Acids, MonounsaturatedHydrolysisMagnetic Resonance SpectroscopyPlant OilsPolyhydroxyalkanoatesPseudomonas aeruginosaSpectrometry, Mass, Electrospray IonizationTemperature

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21035502

Citation

Impallomeni, Giuseppe, et al. "Synthesis and Characterization of Poly(3-hydroxyalkanoates) From Brassica Carinata Oil With High Content of Erucic Acid and From Very Long Chain Fatty Acids." International Journal of Biological Macromolecules, vol. 48, no. 1, 2011, pp. 137-45.
Impallomeni G, Ballistreri A, Carnemolla GM, et al. Synthesis and characterization of poly(3-hydroxyalkanoates) from Brassica carinata oil with high content of erucic acid and from very long chain fatty acids. Int J Biol Macromol. 2011;48(1):137-45.
Impallomeni, G., Ballistreri, A., Carnemolla, G. M., Guglielmino, S. P., Nicolò, M. S., & Cambria, M. G. (2011). Synthesis and characterization of poly(3-hydroxyalkanoates) from Brassica carinata oil with high content of erucic acid and from very long chain fatty acids. International Journal of Biological Macromolecules, 48(1), 137-45. https://doi.org/10.1016/j.ijbiomac.2010.10.013
Impallomeni G, et al. Synthesis and Characterization of Poly(3-hydroxyalkanoates) From Brassica Carinata Oil With High Content of Erucic Acid and From Very Long Chain Fatty Acids. Int J Biol Macromol. 2011 Jan 1;48(1):137-45. PubMed PMID: 21035502.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis and characterization of poly(3-hydroxyalkanoates) from Brassica carinata oil with high content of erucic acid and from very long chain fatty acids. AU - Impallomeni,Giuseppe, AU - Ballistreri,Alberto, AU - Carnemolla,Giovanni Marco, AU - Guglielmino,Salvatore P P, AU - Nicolò,Marco Sebastiano, AU - Cambria,Maria Grazia, Y1 - 2010/10/28/ PY - 2010/09/09/received PY - 2010/10/13/revised PY - 2010/10/19/accepted PY - 2010/11/2/entrez PY - 2010/11/3/pubmed PY - 2011/4/5/medline SP - 137 EP - 45 JF - International journal of biological macromolecules JO - Int J Biol Macromol VL - 48 IS - 1 N2 - Pseudomonas aeruginosa produced medium chain length poly(3-hydroxyalkanoates) (mcl-PHAs) when grown on substrates containing very long chain fatty acids (VLCFA, C>20). Looking for low cost carbon sources, we tested Brassica carinata oil (erucic acid content 35-48%) as an intact triglyceride containing VLCFA. Oleic (C18:1), erucic (C22:1), and nervonic (C24:1) acids were also employed for mcl-PHA production as model substrates. The polymers obtained were analyzed by GC of methanolyzed samples, GPC, 1H and 13C NMR, ESI MS of partially pyrolyzed samples, and DSC. The repeating units of such polymers were saturated and unsaturated, with a higher content of the latter in the case of the PHA obtained from B. carinata oil. Statistical analysis of the ion intensity in the ESI mass spectra showed that the PHAs from pure fatty acids are random copolymers, while the PHA from B. carinata oil is either a pure polymer or a mixture of polymers. Weight-average molecular weight varied from ca. 56,000 g/mol for the PHA from B. carinata oil and oleic acid, to about 120,000 g/mol for those from erucic and nervonic acids. The PHAs from erucic and nervonic acids were partially crystalline, with rubbery characteristics and a melting point (Tm) of 50°C, while the PHAs from oleic acid and from B. carinata oil afforded totally amorphous materials, with glass transition temperatures (Tg) of -52°C and -47°C, respectively. SN - 1879-0003 UR - https://www.unboundmedicine.com/medline/citation/21035502/Synthesis_and_characterization_of_poly_3_hydroxyalkanoates__from_Brassica_carinata_oil_with_high_content_of_erucic_acid_and_from_very_long_chain_fatty_acids_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0141-8130(10)00326-0 DB - PRIME DP - Unbound Medicine ER -