Review- Alternatives for the separation of drug enantiomers: ibuprofen as a model compound

Carvalho, Patrícia O.; Cass, Quézia B.; Calafatti, Silvana A.; Contesini, Fabiano Jares; Bizaco, Renato

doi:10.1590/s0104-66322006000300003

Cited by 46 publications

(29 citation statements)

References 50 publications

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“…50,51 Os métodos analíticos modernos para determinação da FE baseiam-se na formação de complexos diastereoisoméricos transitórios com os dois enantiômeros, que podem ser separados por cromatografia, devido às suas diferentes propriedades termodinâmicas. 92 Estes métodos podem utilizar um seletor quiral, como aditivo na fase móvel ou na fase estacionária (fase estacionária quiral, FEQ). Em ambos os casos, o seletor quiral tem mais afinidade para um dos enantiômeros.…”

Section: Seletores Quirais Para Cromatografiaunclassified

Chiral Pharmaceuticals in Diverse Environmental Matrices: Occurrence, Removal and Toxicity

Ribeiro¹,

Afonso²,

Castro³

et al. 2016

Química Nova

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Section: Seletores Quirais Para Cromatografiaunclassified

Chiral Pharmaceuticals in Diverse Environmental Matrices: Occurrence, Removal and Toxicity

Ribeiro¹,

Afonso²,

Castro³

et al. 2016

Química Nova

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“…16,17,[55][56][57] Our research group has initiated the screening of enantioselective lipase from Amazonian fungi with the resolution of (R,S)-2-hexanol. A good potential of these microorganisms for producing chiral compounds was observed.…”

Section: Resolution Of (Rs)-2-octanolmentioning

confidence: 99%

“…16,17 In fact, lipases have been widely recognized as the most important group of biocatalysts for biotechnological applications. [18][19][20] They have been used to catalyze hydrolysis, esterification, transesterification and interesterification reactions, with extreme process simplicity, higher quality of the final product and excellent yield.…”

Section: Introductionmentioning

confidence: 99%

Potential application in biocatalysis of mycelium-bound lipases from Amazonian fungi

Zanotto¹,

Romano

Duvoisin

et al. 2009

J. Braz. Chem. Soc.

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Neste trabalho foram avaliados 212 fungos isolados de plantas da Região Amazônica quanto ao potencial de aplicação em biocatálise como fornecedores de lipases ligadas ao micélio. Estes isolados foram submetidos a ensaios de atividade hidrolítica e sintética. Quando submetidos ao ensaio com o substrato tributirina, 87% dos isolados apresentaram atividade hidrolítica. Destes, 30% mostraram bom crescimento em meio líquido indutor de lipase, e foram submetidos à avaliação sintética em reações de esterificação e transesterificação em solvente orgânico. Os nove fungos que apresentaram os melhores desempenhos sintéticos foram avaliados quanto a sua enantiosseletividade na reação de resolução do (R,S)-2-octanol. O isolado UEA_115 foi o biocatalisador mais versátil, apresentando bom desempenho nas reações de esterificação (conversão > 90%) e boa capacidade para a resolução do (R,S)-2-octanol (ee s 29%; ee p 99%; c 22%; E > 200). Com este estudo foi possível demonstrar o grande potencial dos fungos amazônicos como fornecedores de lipases para biocatálise.In this study, 212 fungi were isolated from Amazon region plants, aiming to obtain mycelium bound-lipase-producing biocatalysts. These isolates were submitted to hydrolytic and synthetic activity assays. When submitted to the tributyrine substrate test, 87% of the isolates showed hydrolytic activity. Of these, 30% showed good growth in lipase inducing liquid media and were submitted to evaluation of synthetic activity in esterification and transesterification reactions in organic solvents. The nine fungi which had the best synthetic activity were evaluated in the (R,S)-2-octanol resolution reaction, in order to verify the enantioselectivity of mycelium-bound lipases. The isolate UEA_115 was the most versatile biocatalyst, showing good performance in esterification reactions (conversion > 90%) and good ability for the resolution of (R,S)-2-octanol (ee s 29%; ee p 99%; c 22%; E > 200). Thus, this study has demonstrated the great potential of the Amazonian fungi as lipase suppliers for biocatalysts. Keywords: fungi, Amazon region, mycelium-bound lipase, biocatalyst screening, biocatalysis IntroductionIn recent years, global concern regarding the impact of human actions on the environment has been growing. The implementation of the concept of sustainable development in several productive activities has become an urgent issue. Fortunately, biotechnology also offers an increasing potential to meet the global demands for processes and products in greater harmony with the sustainability concept. 1,2 In this regard, one of the most promising tools in biotechnology is the field of applied biocatalysis, also referred to by some authors as biotransformation or enzymatic technology. 2,3 The advantages of using enzymes as biocatalysts in industrial processes have been shown to be ever more evident. Great versatility of catalyzed reactions, mild reaction conditions, and regio, chemo and enantioselective natures are those most frequently mentioned in the literature. 4 Such characteristic...

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“…These compounds are characterized by an asymmetric, tetrahedral carbon atom located at the center of the molecule. Enantiomers are the most common type of chiral compounds 1 and are two chemically identical molecular species which differ from each other as non-superimposable mirror images. The R, S system is a general system used to specify configuration at an asymmetric carbon atom.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Chirally Pure Enantiomers by Lipase

Bhardwaj

Gupta

2017

J. Oleo Sci.

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Review- Alternatives for the separation of drug enantiomers: ibuprofen as a model compound

Cited by 46 publications

References 50 publications

Chiral Pharmaceuticals in Diverse Environmental Matrices: Occurrence, Removal and Toxicity

Chiral Pharmaceuticals in Diverse Environmental Matrices: Occurrence, Removal and Toxicity

Potential application in biocatalysis of mycelium-bound lipases from Amazonian fungi

Synthesis of Chirally Pure Enantiomers by Lipase

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