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dc.contributor.authorMELO, C. W. B.
dc.contributor.authorSANTANA, Y. O.
dc.contributor.authorSILVA, R. M. V.
dc.contributor.authorBEZERRA, M. A. M.
dc.contributor.authorBIZZO, H. R.
dc.contributor.authorSOUZA, R. O. M. A.
dc.contributor.authorLEÃO, R. A. C.
dc.contributor.authorREZENDE, C.
dc.date.accessioned2024-07-18T15:55:18Z-
dc.date.available2024-07-18T15:55:18Z-
dc.date.created2024-07-18
dc.date.issued2024
dc.identifier.citationJournal of the Brazilian Chemical Society, v. 35, n. 8, e-20240030, p. 1-9, 2024.
dc.identifier.urihttp://www.alice.cnptia.embrapa.br/alice/handle/doc/1165859-
dc.descriptionShort-chain chiral esters are important constituents in natural fruit flavors, as well as in food and pharmaceutical industries. Different chemical and bio-catalytic routes are used for their synthesis, but the use of simultaneous techniques has not been much explored, as combinatorial synthesis and bio-catalysis in continuous-flow systems. Here, the objective was to synthesize chiral esters typically found in fruit flavors, to obtain chemical libraries with high conversion and enantiomeric excess, using combinations of these three techniques. Combinatorial synthesis in continuous-flow coil-type reactors with fix bed was used in the esterification of the secondary alcohols 2-butanol (1a), 2-pentanol (1b), 3-hexanol (1c), 2-heptanol (1d) and 2-octanol (1e) with acetic (2) and propanoic (3) acids. A surface-response method was applied to optimize the reaction conditions. Conversions were above 88% after 60 min for the reaction with chemical catalysts in continuousflow reactors compared to 85%, but after 120 min, when conventional batch processes were used. By applying a biocatalyst, a chemical library of R acetates was prepared, with conversions over 48% after 48 h for batch and 40% after only 70 min for continuous flow reactions. It was observed that both enzymatic and homogeneous chemical catalysis showed to be viable for the chiral esters.
dc.language.isoeng
dc.rightsopenAccess
dc.subjectFruity esters
dc.subjectEnantioselectivity
dc.subjectChiral GC
dc.subjectFlow chemistry
dc.subjectRotational central composite desig
dc.subjectÉsteres frutados
dc.subjectEnantiosseletividade
dc.subjectGC quiral
dc.subjectQuímica de fluxo
dc.subjectSabor de fruta
dc.titleCombinatorial synthesis of chiral esters from fruit aroma in continuous-flow reactors by chemical and enzymatic catalysis.
dc.typeArtigo de periódico
dc.subject.thesagroCromatografia Gasosa
dc.subject.nalthesaurusGas chromatography
riaa.ainfo.id1165859
riaa.ainfo.lastupdate2024-07-18
dc.identifier.doihttps://dx.doi.org/10.21577/0103-5053.20240030
dc.contributor.institutionCALIONARA WALESKA B. MELO, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; YASMIN O. SANTANA, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; RODRIGO M. V. SILVA, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; MARCO ANTÔNIO M. BEZERRA, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; HUMBERTO RIBEIRO BIZZO, CTAA; RODRIGO OCTAVIO M. A. SOUZA, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; RAQUEL ANA C. LEÃO, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO; CLAUDIA REZENDE, UNIVERSIDADE FEDERAL DO RIO DE JANEIRO.
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