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Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant

BACKGROUND: N-Lauroyl-N-methylglucamide is a biodegradable surfactant derived from renewable resources. In an earlier study, we presented an enzymatic solvent-free method for synthesis of this compound. In the present report, the HPLC method developed to follow the reaction between lauric acid/methy...

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Autores principales: Gaber, Yasser, Åkerman, Cecilia Orellana, Hatti-Kaul, Rajni
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BioMed Central 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4049412/
https://www.ncbi.nlm.nih.gov/pubmed/24914404
http://dx.doi.org/10.1186/1752-153X-8-33
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author Gaber, Yasser
Åkerman, Cecilia Orellana
Hatti-Kaul, Rajni
author_facet Gaber, Yasser
Åkerman, Cecilia Orellana
Hatti-Kaul, Rajni
author_sort Gaber, Yasser
collection PubMed
description BACKGROUND: N-Lauroyl-N-methylglucamide is a biodegradable surfactant derived from renewable resources. In an earlier study, we presented an enzymatic solvent-free method for synthesis of this compound. In the present report, the HPLC method developed to follow the reaction between lauric acid/methyl laurate and N-methyl glucamine (MEG) and its environmental assessment are described. RESULTS: Use of ultraviolet (UV) absorption or refractive index (RI) detectors did not allow the detection of N-methyl glucamine (MEG). With Evaporative light scattering detector ELSD, it was possible to apply a gradient elution, and detect MEG with a limit of detection, LOD = 0.12 μg. A good separation of the peaks: MEG, lauric acid, product (amide) and by-product (amide-ester) was achieved with the gradient program with a run time of 40 min. The setting of ELSD detector was optimized using methyl laurate as the analyte. LC-MS/MS was used to confirm the amide and amide-ester peaks. We evaluated the greenness of the developed method using the freely available software HPLC-Environmental Assessment Tool (HPLC-EAT) and the method got a scoring of 73 HPLC-EAT units, implying that the analytical procedure was more environmentally benign compared to some other methods reported in literature whose HPLC-EAT values scored up to 182. CONCLUSION: Use of ELSD detector allowed the detection and quantification of the substrates and the reaction products of enzymatic synthesis of the surfactant, N-lauroyl-N-methylglucamide. The developed HPLC method has acceptable environmental profile based on HPLC-EAT evaluation.
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spelling pubmed-40494122014-06-10 Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant Gaber, Yasser Åkerman, Cecilia Orellana Hatti-Kaul, Rajni Chem Cent J Research Article BACKGROUND: N-Lauroyl-N-methylglucamide is a biodegradable surfactant derived from renewable resources. In an earlier study, we presented an enzymatic solvent-free method for synthesis of this compound. In the present report, the HPLC method developed to follow the reaction between lauric acid/methyl laurate and N-methyl glucamine (MEG) and its environmental assessment are described. RESULTS: Use of ultraviolet (UV) absorption or refractive index (RI) detectors did not allow the detection of N-methyl glucamine (MEG). With Evaporative light scattering detector ELSD, it was possible to apply a gradient elution, and detect MEG with a limit of detection, LOD = 0.12 μg. A good separation of the peaks: MEG, lauric acid, product (amide) and by-product (amide-ester) was achieved with the gradient program with a run time of 40 min. The setting of ELSD detector was optimized using methyl laurate as the analyte. LC-MS/MS was used to confirm the amide and amide-ester peaks. We evaluated the greenness of the developed method using the freely available software HPLC-Environmental Assessment Tool (HPLC-EAT) and the method got a scoring of 73 HPLC-EAT units, implying that the analytical procedure was more environmentally benign compared to some other methods reported in literature whose HPLC-EAT values scored up to 182. CONCLUSION: Use of ELSD detector allowed the detection and quantification of the substrates and the reaction products of enzymatic synthesis of the surfactant, N-lauroyl-N-methylglucamide. The developed HPLC method has acceptable environmental profile based on HPLC-EAT evaluation. BioMed Central 2014-05-20 /pmc/articles/PMC4049412/ /pubmed/24914404 http://dx.doi.org/10.1186/1752-153X-8-33 Text en Copyright © 2014 Gaber et al.; licensee Chemistry Central Ltd. http://creativecommons.org/licenses/by/4.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Gaber, Yasser
Åkerman, Cecilia Orellana
Hatti-Kaul, Rajni
Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title_full Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title_fullStr Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title_full_unstemmed Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title_short Environmentally evaluated HPLC-ELSD method to monitor enzymatic synthesis of a non-ionic surfactant
title_sort environmentally evaluated hplc-elsd method to monitor enzymatic synthesis of a non-ionic surfactant
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4049412/
https://www.ncbi.nlm.nih.gov/pubmed/24914404
http://dx.doi.org/10.1186/1752-153X-8-33
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