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1.
PLoS One ; 13(1): e0190373, 2018.
Artigo em Inglês | MEDLINE | ID: mdl-29293588

RESUMO

Biosurfactants have several desirable characteristics in the industrial sector: detergency, antimicrobial effects, skin hydration, and emulsibility. Several yeast glycolipids are currently being utilized in these capacities: sophorolipids, ustilagic acid, and mannosylerythritol lipids (MELs). An emerging class of glycolipids, termed polyol esters of fatty acids (PEFA), have recently been reported for Rhodotorula babjevae, a basidiomycetous yeast species that secretes hyperacetylated congeners of PEFA (typically with 3-6 acetylation modifications). While screening Rhodotorula species for surfactant production, we identified a new environmental isolate identified as Rhodotorula taiwanensis MD1149 that dropped the surface tension of the liquid medium, indicating that it produced a potent biosurfactant. Acid depolymerization of the purified biosurfactants, followed by gas chromatography-mass spectrometry (GC-MS) analysis revealed that the biosurfactants were composed of PEFA compounds composed mainly of mannitol and arabitol esters of 3-hydroxy fatty acid, 3-methoxy fatty acid, and fatty acids with a single double bond; chain lengths were mainly C16 and C18. Liquid chromatography-mass spectrometry (LC-MS) confirmed the predicted accurate mass of these compounds. Interestingly, PEFA compounds produced by Rhodotorula taiwanensis MD1149 were more surface active due to their hypoacetylation profile (0-4 acetylation modifications) compared to Rhodotorula babjevae MD1169. These disparate surface active properties, based on acetylation, change the hydrophilic-lipophilic balance (HLB) of these compounds, and their potential utility within industrial applications.


Assuntos
Ácidos Graxos/biossíntese , Polímeros/metabolismo , Rhodotorula/metabolismo , Acetilação , Cromatografia Líquida de Alta Pressão , Ésteres , Ácidos Graxos/metabolismo , Cromatografia Gasosa-Espectrometria de Massas , Interações Hidrofóbicas e Hidrofílicas , Peso Molecular , Rhodotorula/classificação , Extração em Fase Sólida , Especificidade da Espécie , Espectrometria de Massas por Ionização por Electrospray , Tensão Superficial
2.
Anal Bioanal Chem ; 406(21): 5231-4, 2014 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-24481624

RESUMO

A derivatization procedure for the qualitative gas chromatography-mass spectrometry (GC-MS) analysis of pinacolyl alcohol (PA) that employs phenyldimethylchlorosilane (PhDMClS) and the promoter N-methylimidazole is described. While PA, underivatized, can be detected using conventional gas chromatographic methods, its polarity and low boiling point make its detection in complex matrices challenging. The silylation procedure described herein generates a PA-derivative exhibiting an increased on-column retention time, thus shifting its GC-MS signal away from commonly encountered, volatile, interfering analytes. Derivatized PA could be distinguished from other PhDMClS-derivatized isomeric alcohols by its unique retention time and mass spectrum. The derivatization was demonstrated to perform well in the GC-MS analysis and identification of PA in samples from Proficiency Tests administered by the Organisation for the Prohibition of Chemical Weapons (OPCW).


Assuntos
Substâncias para a Guerra Química/análise , Cromatografia Gasosa-Espectrometria de Massas/métodos , Hexanóis/análise , Silanos/química , Biotransformação , Hexanóis/química , Humanos , Técnicas In Vitro , Ensaio de Proficiência Laboratorial , Limite de Detecção , Soman/metabolismo
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