Liquid membranes for chiral separations. Application of cinchonidine as a chiral carrier

Stella, Daniela; Calzado, Juan Antonio; Girelli, Anna Maria; Canepari, Silvia; Bucci, Remo; Palet, Cristina; Valiente, Manuel

doi:10.1002/1615-9314(20020301)25:4<229::aid-jssc229>3.0.co;2-8

Cited by 19 publications

(8 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, racemic DNB-leucine (23) after five separation steps gave 99% pure enantiomers with a transmembrane flux of more than 20 mmol/(m 2 h) [151]. A less successful example of enantioselective separation of mandelic acid and phenylglycine using a membrane modified with cinchonidine as a chiral carrier has also been published [152]. .…”

Section: Cinchona Alkaloids As Chiral Solvating (Shift) Agents In Nmrmentioning

confidence: 99%

Resolution of Racemates and Enantioselective Analytics by Cinchona Alkaloids and Their Derivatives

Kacprzak

Gawroński

2009

Cinchona Alkaloids in Synthesis and Catalysis

View full text Add to dashboard Cite

Section: Cinchona Alkaloids As Chiral Solvating (Shift) Agents In Nmrmentioning

confidence: 99%

Resolution of Racemates and Enantioselective Analytics by Cinchona Alkaloids and Their Derivatives

Kacprzak

Gawroński

2009

Cinchona Alkaloids in Synthesis and Catalysis

View full text Add to dashboard Cite

“…Higher purification levels are achieved with the aid of separation techniques with two or more simultaneous alterations in properties. As extraction and stripping steps are all together accomplished through the liquid membrane techniques , they can be considered as an appropriate process among membrane‐technology‐based methods. Based on the configuration, three types of liquid membranes, that is, bulk liquid membranes , supported liquid membranes (SLMs) , and emulsion liquid membranes , are used.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous extraction and determination of trace amounts of diclofenac from whole blood using supported liquid membrane microextraction and fast Fourier transform voltammetry

Mofidi

Norouzi

Sajadian

et al. 2018

J of Separation Science

View full text Add to dashboard Cite

A novel, simple, and inexpensive analytical technique based on flat sheet supported liquid membrane microextraction coupled with fast Fourier transform stripping cyclic voltammetry on a reduced graphene oxide carbon paste electrode was used for the extraction and online determination of diclofenac in whole blood. First, diclofenac was extracted from blood samples using a polytetrafluoroethylene membrane impregnated with 1-octanol and then into an acceptor solution, subsequently it was oxidized on a carbon paste electrode modified with reduced graphene oxide nanosheets. The optimal values of the key parameters influencing the method were as follows: scan rate, 6 V/s; stripping potential, 200 mV; stripping time, 5 s; pH of the sample solution, 5; pH of the acceptor solution,7; and extraction time, 240 min. The calibration curves were plotted for the whole blood samples and the method was found to have a good linearity within the range of 1-25 μg/mL with a determination coefficient of 0.99. The limits of detection and quantification were 0.1 and 1.0 μg/mL, respectively. Using this coupled method, the extraction and determination were merged into one step. Accordingly, the speed of detection for sensitive determination of diclofenac in complex samples, such as blood, increased considerably.

show abstract

“…In a previous work, the use of cinchonidine for enantiomeric enrichment of phenylalanine and phenylglycine has been investigated. 12 The obtained results have encouraged further investigation on using cinchona derivatives as carriers.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective transport of D,L-phenylalanine and D,L-phenylglycine through a bulk liquid membrane containing cinchona alkaloid derivatives as chiral selectors

Canepari

Girelli

Mattei

et al. 2009

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

Diversos derivados de Cinchona foram testados como carregadores quirais móveis, para o transporte enantiosseletivo de D,L-fenilglicina e D,L-fenilalanina, através de uma membrana líquida orgânica volumosa (MLV). Os efeitos de vários parâmetros, como natureza do carregador, concentrações do solvente na membrana, do tampão, do soluto e do carregador, no enriquecimento quiral da MLV, foram avaliados. Somente a D,L-fenilglicina foi sujeita, em certo grau, ao transporte enantiosseletivo; a razão máxima de enantiosseletividade (as taxas de transporte iniciais do enantiômero L relativo ao antípoda) foi obtida empregando brometo de O-alil-N-(9-antracenilmetil) cinchonidínio como carregador. Em todos os casos, a seletividade mais alta foi observada durante os estágios iniciais do processo, indicando a taxa de aminoácido liberada da fase fonte (FF) para a fase orgânica da membrana (FM), como fator dirigente. O enriquecimento quiral pareceu depender mais de fatores termodinâmicos do que dos cinéticos, uma vez que a formação do complexo foi observada na interface (FF)/FM), enquanto a decomposição do complexo foi evidenciada na interface (FR)/(FM), onde FR é a fase receptora. O último fenômeno foi promovido pela presença de íons H + na FR. Different cinchona derivatives were tested as chiral mobile carriers for enantioselective transport of D,L-phenylglycine and D,L-phenylalanine through a bulk organic liquid membrane (BLM).The effects of several parameters such as carrier nature, membrane solvent, buffer, solute and carrier concentrations on BLM enrichment were evaluated. Only D,L-phenylglycine is subjected to enantioselective transport at a certain degree; the maximum enantioselectivity ratio (the initial transport rates of the L-enantiomer relative to the antipode) was reached by employing O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide as carrier. In all cases the highest selectivity was observed during the initial stages of the process, indicating the rate of amino acid release from the source phase (SP) to the membrane organic phase (MP) as the driving factor. Chiral enrichment appeared to depend on thermodynamic factors more than on kinetic ones, since the complex formation was observed at (SP)/MP) interface, while complex decomposition was evidenced at (RP)/(MP) interface, where RP is receiving phase. The last phenomenon was promoted by H + ions present in the RP.

show abstract

Liquid membranes for chiral separations. Application of cinchonidine as a chiral carrier

Cited by 19 publications

References 25 publications

Resolution of Racemates and Enantioselective Analytics by Cinchona Alkaloids and Their Derivatives

Resolution of Racemates and Enantioselective Analytics by Cinchona Alkaloids and Their Derivatives

Simultaneous extraction and determination of trace amounts of diclofenac from whole blood using supported liquid membrane microextraction and fast Fourier transform voltammetry

Enantioselective transport of D,L-phenylalanine and D,L-phenylglycine through a bulk liquid membrane containing cinchona alkaloid derivatives as chiral selectors

Contact Info

Product

Resources

About