Simple Resolution of Enantiomeric NMR Signals of α-Amino Acids by Using Samarium(III) Nitrate With L-Tartarate

Autor:	Sen-Ichi, Aizawa, Takahiro, Kidani, Sayuri, Takada, Yumika, Ofusa
Rok vydání:	2015
Předmět:	Samarium Magnetic Resonance Spectroscopy Nitrates Stereoisomerism Amino Acids Tartrates
Zdroj:	Chirality. 27(5)
ISSN:	1520-636X
Popis:	Readily available L-tartaric acid, which is a bidentate ligand with two chiral centers forming a seven-membered chelate ring, was applied to the chiral ligand for the chiral nuclear magnetic resonance (NMR) shift reagent of samarium(III) formed in situ. This simple method does not cause serious signal broadening in the high magnetic field. Enantiomeric (13)C and (1)H NMR signals and enantiotopic (1)H NMR signals of α-amino acids were successfully resolved at pH 8.0 and the 1:3 molar ratio of Sm(NO3)3:L-tartaric acid. It is elucidated that the enantiomeric signal resolution is attributed to the anisotropic magnetic environment for the enantiomers induced by the chiral L-tartarato samarium(III) complex rather than differences in stability of the diastereomeric substrate adducts. The present (13)C NMR signal resolution was also effective for the practical simultaneous analysis of plural kinds of DL-amino acids.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::2d22eda638462278cc6e2a13bc67408f https://pubmed.ncbi.nlm.nih.gov/25847749 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
Nepřihlášeným uživatelům se plný text nezobrazuje	K zobrazení výsledku je třeba se přihlásit.