Abstract
Microbial production of different alipathic esters with flavour characteristic has been studied. Lyophilized whole cells of Rhizopus oryzae CBS 112-07 were found to be particularly suitable to catalyse the synthesis of different flavour esters (hexyl acetate, propionate, butyrate, caprylate; geranyl acetate, propionate, butyrate and 2- and 3-methylbutyl acetate, butyrate) in n-heptane. This strain was therefore utilized for the semipreparative production of geranyl butyrate by semicontinous and continous addition of the substrates with satisfactory yields (144 g l−1 in 264 h and 142 g l−1 in 48 h respectively).
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Bell G, Blain JA, Paterson JDE, Shaw CEL, Todd RJ (1978) Ester and glyceride synthesis by Rhizopus arrhizus mycelia. FEMS Microbiol Lett 3: 223–228
Chulalaksananukul W, Condoret J, Combes D (1992) Kinetics of geranyl acetate synthesis by lipase-catalysed transesterification in n-hexane. Enzyme Microb Technol 14: 293–298
Chulalaksananukul W, Condoret J, Combes D (1993) Geranyl acetate synthesis by lipase-catalyzed transesterification in supercritical carbon dioxide. Enzyme Microb Technol 15: 691–698
Claon PA, Akoh CC (1993a) Enzymatic synthesis of geraniol and citronellol esters by direct esterification in n-hexane. Biotechno Lett 15: 1211–1216
Claon PA, Akoh CC (1993b) Effect of reaction parameters on SP435 lipase-catalyzed synthesis of citonellyl acetate in organic solvent. Enzyme Microb Technol 16: 835–838
Claon PA, Akoh CC (1994) Lipase-catalysed synthesis of terpene esters by transesterification in n-hexane. Biotechnol Lett 16: 235–240
De Castro HF, Anderson WA, Moo-Young M, Legge RL (1992) Partitioning of water during the production of terpene esters using immobilized lipase. In; Tramper J (ed) Biocatalysis in non-conventional Media. Elsevier, Amsterdam, pp 475–482
Gancet G, Guiggnard C (1987) Dead mycelium stabilized lipolytic activity in organic media: application to ester linkage hydrolysis and synthesis in a fixed-bed reactor. In: Laane C, Tramper J, Lilly MD (eds) Biocatalysis in organic media. Elsevier, Amsterdam, pp 261–266
Gatfield I (1992) Bioreactors for industrial production of flavours: use of enzymes. In: Patterson RLS, Charlwood BV, MacLeod G, Williams AA (eds) Bioformation of flavours. The Royal Society of Chemistry, Cambridge, pp 174
Jansenns L, DePooter HL, Vandamme EJ, Schamp NM (1987) Production of flavours by the yeast Hansenula mrakii. Med Fac Landbouww Rijksuniv Gent 52: 1907–1913
Jansenns L, DePooter HL, Schamp NM, Vandamme EJ (1992) Production of flavours by microorganisms. Process Biochem 27: 195–215
Klibanov AM (1986) Enzymes that work in organic solvents. Chemtech 16: 354–359
Kyotani S, Nakashima T, Izumoto E, Fukuda H (1991) Continous interesterification of oils and fats using dried fungus immobilized in biomass support particles. J Ferment Bioeng 71: 286–288
Langrand G, Triantaphylides C, Baratti J (1988) Lipase catalyzed formation of flavour esters. Biotechnol Lett 8: 549–554
Langrand G, Rondot N, Triantaphylides C, Baratti J (1990) Short chain flavour esters synthesis by microbial lipases. Biotechnol Lett 12: 581–586
Okumura S, Iwai M, Tsujisaka Y (1979) Synthesis of various kind of esters by microbial lipases. Biochim Biophys Acta 575: 156–165
Razafindralambo H, Blecker C, Lognay G, Marlier M, Wathelet P, Severin M (1994) Improvement of enzymatic synthesis y flavour acetates: the example of the isoamyl acetate. Biotechnol Lett 16: 247–250
Takahashi K, Saito Y, Inada Y (1988) Lipase made active in hydrophobic media. J Am Oil Chem Soc 65: 911–916
Wang Y, Lalonde JJ, Momongan M, Bergbreiter DE, Wong C (1988) Lipase-catalyzed irreversible transesterifications using enol esters as acylating reagents: preparative enantio- and regioselective syntheses of alcohols, glycerol derivatives, sugars, and organometallics. J Am Chem Soc 110: 7200–7205
Won Seo C, Yamada Y, Okada H (1982) Synthesis of fatty acid esters by Corynebacterium sp. s-401. Agric Biol Chem 46: 405–409
Zaks A, Klibanov AM (1984) Enzymatic catalysis in organic media at 100°C. Science 224: 1249–1251
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Molinari, F., Marianelli, G. & Aragozzini, F. Production of flavour esters by Rhizopus oryzae . Appl Microbiol Biotechnol 43, 967–973 (1995). https://doi.org/10.1007/BF00166910
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00166910