Chiral analysis of beta-methylamino alanine (BMAA) enantiomers after (+)-1-(9-fluorenyl)-ethyl chloroformate (FLEC) derivatization and LC-MS/MS

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F19%3A50015500" target="_blank" >RIV/62690094:18470/19:50015500 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.rsc.org/en/Content/ArticleLanding/2019/AY/C8AY02287A#!divAbstract" target="_blank" >https://pubs.rsc.org/en/Content/ArticleLanding/2019/AY/C8AY02287A#!divAbstract</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c8ay02287a" target="_blank" >10.1039/c8ay02287a</a>

Jazyk výsledku

čeština

Název v původním jazyce

Chiral analysis of beta-methylamino alanine (BMAA) enantiomers after (+)-1-(9-fluorenyl)-ethyl chloroformate (FLEC) derivatization and LC-MS/MS

Popis výsledku v původním jazyce

beta-Methylamino-L-alanine, a neurotoxin first isolated from the seeds of cycad tree Cycas circinalis, is widely spread in a variety of environments. New sensitive techniques and robust methodologies are needed to detect its presence in complex biological samples and to further understand its biochemical properties. In this context, the determination of the enantiomeric composition of natural BMAA is of great importance. In this study, a simple and easily implemented LC-ESI-MS/MS method was developed to determine the presence of both D-and L-BMAA enantiomers in samples of cycad seed (Cycas micronesica). The samples were subjected to enzymatic hydrolysis to avoid racemization that occurs during strong acid hydrolysis. Derivatization with (+)-1-(9-fluorenyl)-ethyl chloroformate (FLEC) was performed prior to LC-ESI-MS/MS to produce chromatographically separable derivatives of D-and LBMAA. Together with the retention time, two MRM transitions and their peak area ratios were used to identify the compounds. The LOQ obtained was 0.3 mg BMAA per g wet weight for each enantiomer. Method repeatability was within 3 RSD% both intraday and interday and accuracy was 98-108%. An accurate enantiomeric composition was obtained from the samples of cycad seed, where L-and DBMAA were detected at 50.13 +/- 0.05 and 4.08 +/- 0.04 mg BMAA per g wet weight respectively (n = 3).

Název v anglickém jazyce

Chirální analýza enantiomerů beta-methylamino alaninu (BMAA) po derivatizaci (+) - 1- (9-fluorenyl) ethylchlorformiátu (FLEC) a LC-MS / MS

Popis výsledku anglicky

beta-Methylamino-L-alanine, a neurotoxin first isolated from the seeds of cycad tree Cycas circinalis, is widely spread in a variety of environments. New sensitive techniques and robust methodologies are needed to detect its presence in complex biological samples and to further understand its biochemical properties. In this context, the determination of the enantiomeric composition of natural BMAA is of great importance. In this study, a simple and easily implemented LC-ESI-MS/MS method was developed to determine the presence of both D-and L-BMAA enantiomers in samples of cycad seed (Cycas micronesica). The samples were subjected to enzymatic hydrolysis to avoid racemization that occurs during strong acid hydrolysis. Derivatization with (+)-1-(9-fluorenyl)-ethyl chloroformate (FLEC) was performed prior to LC-ESI-MS/MS to produce chromatographically separable derivatives of D-and LBMAA. Together with the retention time, two MRM transitions and their peak area ratios were used to identify the compounds. The LOQ obtained was 0.3 mg BMAA per g wet weight for each enantiomer. Method repeatability was within 3 RSD% both intraday and interday and accuracy was 98-108%. An accurate enantiomeric composition was obtained from the samples of cycad seed, where L-and DBMAA were detected at 50.13 +/- 0.05 and 4.08 +/- 0.04 mg BMAA per g wet weight respectively (n = 3).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

ANALYTICAL METHODS

ISSN

1759-9660

e-ISSN

—

Svazek periodika

11

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

432-442

Kód UT WoS článku

000457360700016

EID výsledku v databázi Scopus

2-s2.0-85060650336