Screening of plant peptidases for the synthesis of arginine-based surfactants
Partially purified preparations with proteolytic activity, obtained from South American native plants, were used as biocatalysts in condensation reactions of N-protected arginine alkyl ester derivatives with decylamine and dodecylamine in low-water content systems. The final products are cationic su...
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| Formato: | Articulo |
| Lenguaje: | Inglés |
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2009
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| Acceso en línea: | http://sedici.unlp.edu.ar/handle/10915/153061 |
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I19-R120-10915-153061 |
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I19-R120-10915-1530612023-05-17T04:06:13Z http://sedici.unlp.edu.ar/handle/10915/153061 issn:1381-1177 Screening of plant peptidases for the synthesis of arginine-based surfactants Morcelle del Valle, Susana Raquel Liggieri, Constanza Silvina Bruno, Mariela Anahí Priolo, Nora Clapés, Pere 2009 2023-05-16T14:16:37Z en Biología Química Arginine-based surfactants Enzymatic synthesis Araujiain Funastrain Asclepain c Hieronymain Papain Bromelain Partially purified preparations with proteolytic activity, obtained from South American native plants, were used as biocatalysts in condensation reactions of N-protected arginine alkyl ester derivatives with decylamine and dodecylamine in low-water content systems. The final products are cationic surfactants with potential application as emulsifiers and preservatives. Most of the proteolytic extractswere obtained from latex of species belonging to the Asclepiadaceae family (araujiain from Araujia hortorum, asclepain c from Asclepias curassavica and funastrain from Funastrum clausum). Hieronymain was obtained from unripe fruits of Bromelia hieronymi (Bromeliaceae). Plant proteases from commercial sources (papain and bromelain) were also tested as catalysts in the same reactions. Araujiain and funastrain furnished good reaction conversions (60–84%, with a ratio synthesis/hydrolysis of 2–5) similar to those obtained with commercial papain. Moreover, araujiain was the biocatalyst which rendered the best conversions (60%) for the synthesis of the two novel Bz-Arg-NH-dodecylamide (Bz-Arg-NHC₁₂) and Bz-Arg-NH-decylamide (Bz-Arg-NHC₁₀) derivatives. Moderate to poor conversions (10–50%, showing a ratio synthesis/hydrolysis of 0.5–1) were achieved with asclepain c, hieronymain and bromelain. The screening presented in this work revealed that, although these are structurally similar, their behavior for the synthesis of this kind of products differ among them. Centro de Investigación de Proteínas Vegetales Articulo Articulo http://creativecommons.org/licenses/by-nc-sa/4.0/ Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) application/pdf |
| institution |
Universidad Nacional de La Plata |
| institution_str |
I-19 |
| repository_str |
R-120 |
| collection |
SEDICI (UNLP) |
| language |
Inglés |
| topic |
Biología Química Arginine-based surfactants Enzymatic synthesis Araujiain Funastrain Asclepain c Hieronymain Papain Bromelain |
| spellingShingle |
Biología Química Arginine-based surfactants Enzymatic synthesis Araujiain Funastrain Asclepain c Hieronymain Papain Bromelain Morcelle del Valle, Susana Raquel Liggieri, Constanza Silvina Bruno, Mariela Anahí Priolo, Nora Clapés, Pere Screening of plant peptidases for the synthesis of arginine-based surfactants |
| topic_facet |
Biología Química Arginine-based surfactants Enzymatic synthesis Araujiain Funastrain Asclepain c Hieronymain Papain Bromelain |
| description |
Partially purified preparations with proteolytic activity, obtained from South American native plants, were used as biocatalysts in condensation reactions of N-protected arginine alkyl ester derivatives with decylamine and dodecylamine in low-water content systems. The final products are cationic surfactants with potential application as emulsifiers and preservatives. Most of the proteolytic extractswere obtained from latex of species belonging to the Asclepiadaceae family (araujiain from Araujia hortorum, asclepain c from Asclepias curassavica and funastrain from Funastrum clausum). Hieronymain was obtained from unripe fruits of Bromelia hieronymi (Bromeliaceae). Plant proteases from commercial sources (papain and bromelain) were also tested as catalysts in the same reactions. Araujiain and funastrain furnished good reaction conversions (60–84%, with a ratio synthesis/hydrolysis of 2–5) similar to those obtained with commercial papain. Moreover, araujiain was the biocatalyst which rendered the best conversions (60%) for the synthesis of the two novel Bz-Arg-NH-dodecylamide (Bz-Arg-NHC₁₂) and Bz-Arg-NH-decylamide (Bz-Arg-NHC₁₀) derivatives. Moderate to poor conversions (10–50%, showing a ratio synthesis/hydrolysis of 0.5–1) were achieved with asclepain c, hieronymain and bromelain. The screening presented in this work revealed that, although these are structurally similar, their behavior for the synthesis of this kind of products differ among them. |
| format |
Articulo Articulo |
| author |
Morcelle del Valle, Susana Raquel Liggieri, Constanza Silvina Bruno, Mariela Anahí Priolo, Nora Clapés, Pere |
| author_facet |
Morcelle del Valle, Susana Raquel Liggieri, Constanza Silvina Bruno, Mariela Anahí Priolo, Nora Clapés, Pere |
| author_sort |
Morcelle del Valle, Susana Raquel |
| title |
Screening of plant peptidases for the synthesis of arginine-based surfactants |
| title_short |
Screening of plant peptidases for the synthesis of arginine-based surfactants |
| title_full |
Screening of plant peptidases for the synthesis of arginine-based surfactants |
| title_fullStr |
Screening of plant peptidases for the synthesis of arginine-based surfactants |
| title_full_unstemmed |
Screening of plant peptidases for the synthesis of arginine-based surfactants |
| title_sort |
screening of plant peptidases for the synthesis of arginine-based surfactants |
| publishDate |
2009 |
| url |
http://sedici.unlp.edu.ar/handle/10915/153061 |
| work_keys_str_mv |
AT morcelledelvallesusanaraquel screeningofplantpeptidasesforthesynthesisofargininebasedsurfactants AT liggiericonstanzasilvina screeningofplantpeptidasesforthesynthesisofargininebasedsurfactants AT brunomarielaanahi screeningofplantpeptidasesforthesynthesisofargininebasedsurfactants AT priolonora screeningofplantpeptidasesforthesynthesisofargininebasedsurfactants AT clapespere screeningofplantpeptidasesforthesynthesisofargininebasedsurfactants |
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