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

Result code in 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>

Result on the web

<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>

Result language

čeština

Original language name

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

Original language description

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).

Czech name

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

Czech description

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).

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10406 - Analytical chemistry

Project

—

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2019

Confidentiality

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

Name of the periodical

ANALYTICAL METHODS

ISSN

1759-9660

e-ISSN

—

Volume of the periodical

11

Issue of the periodical within the volume

4

Country of publishing house

GB - UNITED KINGDOM

Number of pages

11

Pages from-to

432-442

UT code for WoS article

000457360700016

EID of the result in the Scopus database

2-s2.0-85060650336