Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants

Two novel arginine-based cationic surfactants were synthesized using as biocatalyst papain, an endopeptidase from Carica papaya latex, adsorbed onto polyamide. The classical substrate Nα-benzoyl-arginine ethyl ester hydrochloride for the determination of cysteine and serine proteases activity was us...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Fait, María Elisa, Garrote, Graciela Liliana, Clapés, Pere, Tanco, Sebastián, Lorenzo, Julia, Morcelle del Valle, Susana Raquel
Formato:	Articulo
Lenguaje:	Inglés
Publicado:	2015
Materias:	Biología Arginine-based surfactants Papain Biocatalysis Antimicrobial activity Cytotoxic effect
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/92352
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

id	I19-R120-10915-92352
record_format	dspace
institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Biología Arginine-based surfactants Papain Biocatalysis Antimicrobial activity Cytotoxic effect
spellingShingle	Biología Arginine-based surfactants Papain Biocatalysis Antimicrobial activity Cytotoxic effect Fait, María Elisa Garrote, Graciela Liliana Clapés, Pere Tanco, Sebastián Lorenzo, Julia Morcelle del Valle, Susana Raquel Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
topic_facet	Biología Arginine-based surfactants Papain Biocatalysis Antimicrobial activity Cytotoxic effect
description	Two novel arginine-based cationic surfactants were synthesized using as biocatalyst papain, an endopeptidase from Carica papaya latex, adsorbed onto polyamide. The classical substrate Nα-benzoyl-arginine ethyl ester hydrochloride for the determination of cysteine and serine proteases activity was used as the arginine donor, whereas decyl- and dodecylamine were used as nucleophiles for the condensation reaction. Yields higher than 90 and 80 % were achieved for the synthesis of Nα-benzoyl-arginine decyl amide (Bz-Arg-NHC10) and Nα-benzoyl-arginine dodecyl amide (Bz-Arg-NHC12), respectively. The purification process was developed in order to make it more sustainable, by using water and ethanol as the main separation solvents in a single cationic exchange chromatographic separation step. Bz-Arg-NHC10 and Bz-Arg-NHC12 proved antimicrobial activity against both Gram-positive and Gram-negative bacteria, revealing their potential use as effective disinfectants as they reduced 99 % the initial bacterial population after only 1 h of contact. The cytotoxic effect towards different cell types of both arginine derivatives was also measured. Bz-Arg-NHCn demonstrated lower haemolytic activity and were less eye-irritating than the commercial cationic surfactant cetrimide. A similar trend could also be observed when cytotoxicity was tested on hepatocytes and fibroblast cell lines: both arginine derivatives were less toxic than cetrimide. All these properties would make the two novel arginine compounds a promising alternative to commercial cationic surfactants, especially for their use as additives in topical formulations.
format	Articulo Articulo
author	Fait, María Elisa Garrote, Graciela Liliana Clapés, Pere Tanco, Sebastián Lorenzo, Julia Morcelle del Valle, Susana Raquel
author_facet	Fait, María Elisa Garrote, Graciela Liliana Clapés, Pere Tanco, Sebastián Lorenzo, Julia Morcelle del Valle, Susana Raquel
author_sort	Fait, María Elisa
title	Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
title_short	Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
title_full	Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
title_fullStr	Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
title_full_unstemmed	Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
title_sort	biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants
publishDate	2015
url	http://sedici.unlp.edu.ar/handle/10915/92352
work_keys_str_mv	AT faitmariaelisa biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants AT garrotegracielaliliana biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants AT clapespere biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants AT tancosebastian biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants AT lorenzojulia biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants AT morcelledelvallesusanaraquel biocatalyticsynthesisantimicrobialpropertiesandtoxicitystudiesofargininederivativesurfactants
bdutipo_str	Repositorios
_version_	1764820490680008706

Biocatalytic synthesis, antimicrobial properties and toxicity studies of arginine derivative surfactants

Ejemplares similares