Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases

Mara Soares da Silva; Eva R. Vão; Márcio Temtem; Luís Mafra; Jorge Caldeira; Ana Aguiar-Ricardo; Teresa Casimiro

doi:10.1016/j.bios.2009.12.023

Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases

Mara Soares da Silva, Eva R. Vão, Márcio Temtem, Luís Mafra, Jorge Caldeira, Ana Aguiar-Ricardo, Teresa Casimiro

Research output: Contribution to journal › Article › peer-review

66 Citations (Scopus)

Abstract

Molecularly imprinted polymers (MIPs) of poly(ethylene glycol dimethacrylate) and poly(Nisopropylacrylamide- co-ethylene glycol dimethacrylate) were synthesized for the first time in supercritical carbon dioxide (scCO₂), using Boc-l-tryptophan as template. Supercritical fluid technology provides a clean and one-step synthetic route for the preparation of affinity polymeric materials with sensing capability for specific molecules. The polymeric materials were tested as stationary HPLC phases for the enantiomeric separation of l- and d-tryptophan. HPLC results prove that the synthesized MIPs are able to recognize the template molecule towards its enantiomer which opens up potential applications in chromatographic chiral separation.

Original language	English
Pages (from-to)	1742-1747
Number of pages	6
Journal	Biosensors and Bioelectronics
Volume	25
Issue number	7
DOIs	https://doi.org/10.1016/j.bios.2009.12.023
Publication status	Published - 15 Mar 2010

Keywords

Enantiomeric separation
HPLC
MIP
Molecular imprinting
Supercritical fluid technology
Tryptophan

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10.1016/j.bios.2009.12.023

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da Silva, M. S., Vão, E. R., Temtem, M., Mafra, L., Caldeira, J., Aguiar-Ricardo, A., & Casimiro, T. (2010). Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases. Biosensors and Bioelectronics, 25(7), 1742-1747. https://doi.org/10.1016/j.bios.2009.12.023

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title = "Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases",

abstract = "Molecularly imprinted polymers (MIPs) of poly(ethylene glycol dimethacrylate) and poly(Nisopropylacrylamide- co-ethylene glycol dimethacrylate) were synthesized for the first time in supercritical carbon dioxide (scCO2), using Boc-l-tryptophan as template. Supercritical fluid technology provides a clean and one-step synthetic route for the preparation of affinity polymeric materials with sensing capability for specific molecules. The polymeric materials were tested as stationary HPLC phases for the enantiomeric separation of l- and d-tryptophan. HPLC results prove that the synthesized MIPs are able to recognize the template molecule towards its enantiomer which opens up potential applications in chromatographic chiral separation.",

keywords = "Enantiomeric separation, HPLC, MIP, Molecular imprinting, Supercritical fluid technology, Tryptophan",

author = "\{da Silva\}, \{Mara Soares\} and V{\~a}o, \{Eva R.\} and M{\'a}rcio Temtem and Lu{\'i}s Mafra and Jorge Caldeira and Ana Aguiar-Ricardo and Teresa Casimiro",

note = "Funding Information: The authors would like to thank Funda{\c c}{\~a}o para a Ci{\^e}ncia e Tecnologia (FCT-Lisbon) for financial support through projects PTDC/QUI/66086/2006 and PTDC/CTM/70513/2006, and doctoral grant SFRH/BD/31085/2006 (M.S.S.), FEDER, FSE and POCTI. The Portuguese NMR Network is acknowledged for granting access to the NMR equipment. ",

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doi = "10.1016/j.bios.2009.12.023",

language = "English",

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da Silva, MS, Vão, ER, Temtem, M, Mafra, L, Caldeira, J, Aguiar-Ricardo, A & Casimiro, T 2010, 'Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases', Biosensors and Bioelectronics, vol. 25, no. 7, pp. 1742-1747. https://doi.org/10.1016/j.bios.2009.12.023

Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases. / da Silva, Mara Soares; Vão, Eva R.; Temtem, Márcio et al.
In: Biosensors and Bioelectronics, Vol. 25, No. 7, 15.03.2010, p. 1742-1747.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases

AU - da Silva, Mara Soares

AU - Vão, Eva R.

AU - Temtem, Márcio

AU - Mafra, Luís

AU - Caldeira, Jorge

AU - Aguiar-Ricardo, Ana

AU - Casimiro, Teresa

N1 - Funding Information: The authors would like to thank Fundação para a Ciência e Tecnologia (FCT-Lisbon) for financial support through projects PTDC/QUI/66086/2006 and PTDC/CTM/70513/2006, and doctoral grant SFRH/BD/31085/2006 (M.S.S.), FEDER, FSE and POCTI. The Portuguese NMR Network is acknowledged for granting access to the NMR equipment.

PY - 2010/3/15

Y1 - 2010/3/15

N2 - Molecularly imprinted polymers (MIPs) of poly(ethylene glycol dimethacrylate) and poly(Nisopropylacrylamide- co-ethylene glycol dimethacrylate) were synthesized for the first time in supercritical carbon dioxide (scCO2), using Boc-l-tryptophan as template. Supercritical fluid technology provides a clean and one-step synthetic route for the preparation of affinity polymeric materials with sensing capability for specific molecules. The polymeric materials were tested as stationary HPLC phases for the enantiomeric separation of l- and d-tryptophan. HPLC results prove that the synthesized MIPs are able to recognize the template molecule towards its enantiomer which opens up potential applications in chromatographic chiral separation.

AB - Molecularly imprinted polymers (MIPs) of poly(ethylene glycol dimethacrylate) and poly(Nisopropylacrylamide- co-ethylene glycol dimethacrylate) were synthesized for the first time in supercritical carbon dioxide (scCO2), using Boc-l-tryptophan as template. Supercritical fluid technology provides a clean and one-step synthetic route for the preparation of affinity polymeric materials with sensing capability for specific molecules. The polymeric materials were tested as stationary HPLC phases for the enantiomeric separation of l- and d-tryptophan. HPLC results prove that the synthesized MIPs are able to recognize the template molecule towards its enantiomer which opens up potential applications in chromatographic chiral separation.

KW - Enantiomeric separation

KW - HPLC

KW - MIP

KW - Molecular imprinting

KW - Supercritical fluid technology

KW - Tryptophan

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DO - 10.1016/j.bios.2009.12.023

M3 - Article

C2 - 20096557

AN - SCOPUS:77952318346

SN - 0956-5663

VL - 25

SP - 1742

EP - 1747

JO - Biosensors and Bioelectronics

JF - Biosensors and Bioelectronics

IS - 7

ER -

Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases

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Keywords

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