title: Synthesis and evaluation of odour-active methionyl esters of fatty acids via esterification and transesterification of butter oil.
abstract: Methionol-derived fatty acid esters were synthesised by both chemical and lipase catalysed esterification between fatty acids and methionol. Beneficial effects of both methods were compared qualitatively and quantitatively by GC-MS/GC-FID results. And the high acid and heat stability of our designed methionyl esters meet the requirement of the food industry. Most importantly, the sensory test showed that fatty acid carbon-chain length had an important effect on the flavour attributes of methionyl esters. Moreover, through Lipozyme TL IM-mediated transesterification, valuable methionol-derived esters were synthesised from the readily available natural material butter oil as the fatty acid source. The conversion of methionol and yield of each methionyl ester were also elucidated by GC-MS-FID.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors.forename: Cheng
authors.initials: C
authors.lastname: Li
authors.forename: Jingcan
authors.initials: J
authors.lastname: Sun
authors.forename: Caili
authors.initials: C
authors.lastname: Fu
authors.forename: Bin
authors.initials: B
authors.lastname: Yu
authors.forename: Shao Quan
authors.initials: SQ
authors.lastname: Liu
authors.forename: Tianhu
authors.initials: T
authors.lastname: Li
authors.forename: Dejian
authors.initials: D
authors.lastname: Huang
mesh_terms: D002079:Butter / Q000032:analysis; D004800:Enzymes, Immobilized / Q000378:metabolism; D004951:Esterification; D032641:Eurotiales / Q000201:enzymology; D005227:Fatty Acids / Q000737:chemistry* / Q000378:metabolism; D005410:Flame Ionization; D005421:Flavoring Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D005503:Food Additives / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D005656:Fungal Proteins / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D006358:Hot Temperature; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents / Q000737:chemistry* / Q000378:metabolism; D008049:Lipase / Q000378:metabolism; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry* / Q000378:metabolism; D013440:Sulfides / Q000737:chemistry* / Q000378:metabolism; D013649:Taste; D055549:Volatile Organic Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: D004800:Enzymes, Immobilized; D005227:Fatty Acids; D005421:Flavoring Agents; D005503:Food Additives; D005656:Fungal Proteins; D007202:Indicators and Reagents; D020005:Propanols; D013440:Sulfides; D055549:Volatile Organic Compounds; D002079:Butter; C093666:Lipozyme; D008049:Lipase; C555618:methionol
keywords: Lipase; Methionyl ester; Sulfur-containing flavours