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Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties

The reaction of 3-aminopropylamide of cholic acid with CS(2) produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS(2) an...

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Autores principales: Koivukorpi, Juha, Kolehmainen, Erkki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264747/
https://www.ncbi.nlm.nih.gov/pubmed/21792148
http://dx.doi.org/10.3390/molecules16086306
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author Koivukorpi, Juha
Kolehmainen, Erkki
author_facet Koivukorpi, Juha
Kolehmainen, Erkki
author_sort Koivukorpi, Juha
collection PubMed
description The reaction of 3-aminopropylamide of cholic acid with CS(2) produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS(2) and the formed salt was stable in the reaction mixture, even when excess CS(2) was used. When the reaction was carried out in the presence of aqueous sodium hydroxide, only the bile acid derivative of sodium dithiocarbamate was formed. The dithiocarbamate derivatives were characterized by (1)H- and (13)C-NMR spectroscopy and ESI-TOF mass spectrometry.
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spelling pubmed-62647472018-12-10 Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties Koivukorpi, Juha Kolehmainen, Erkki Molecules Article The reaction of 3-aminopropylamide of cholic acid with CS(2) produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS(2) and the formed salt was stable in the reaction mixture, even when excess CS(2) was used. When the reaction was carried out in the presence of aqueous sodium hydroxide, only the bile acid derivative of sodium dithiocarbamate was formed. The dithiocarbamate derivatives were characterized by (1)H- and (13)C-NMR spectroscopy and ESI-TOF mass spectrometry. MDPI 2011-07-26 /pmc/articles/PMC6264747/ /pubmed/21792148 http://dx.doi.org/10.3390/molecules16086306 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Koivukorpi, Juha
Kolehmainen, Erkki
Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title_full Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title_fullStr Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title_full_unstemmed Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title_short Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
title_sort synthesis of both ionic species of ammonium dithiocarbamate derived cholic acid moieties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264747/
https://www.ncbi.nlm.nih.gov/pubmed/21792148
http://dx.doi.org/10.3390/molecules16086306
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