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Inherently chiral dialkyloxy‐calix[4]arene acetic acids as enantiodiscriminating additives for high‐performance liquid chromatography separation of d , l ‐amino acids
Author(s) -
Kalchenko Olga I.,
Trybrat Oleksandr O.,
Yesypenko Oleksandr A.,
Dyakonenko Viktoriya V.,
Shishkina Svitlana V.,
Kalchenko Vitali I.
Publication year - 2021
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23355
Subject(s) - chemistry , high performance liquid chromatography , acetic acid , valine , amino acid , alanine , alkyl , calixarene , chromatography , resolution (logic) , phase (matter) , medicinal chemistry , stereochemistry , organic chemistry , molecule , computer science , biochemistry , artificial intelligence
Inherently chiral dialkyloxy‐calix[4]arene acetic acids with asymmetric placement of substituents on the lower rim of the macrocycle were first studied as enantiodiscriminating additives to the mobile phase MeCN/H 2 O/HCOOH (75/25/0.02 by volume) in the high‐performance liquid chromatography (HPLC) separation of d , l ‐alanine and d , l ‐valine on the achiral stationary phase ZORBAX Original CN. The dependence of enantio‐binding properties on the position of alkyl groups is demonstrated. The highest resolution (1.65) and enantioselectivity (1.80) were obtained for the 1,2‐dipropyloxy‐calix[4]arene acetic acid.