Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime
Нема приказа
Аутори
Nikolić, Nadežda S.Veselinović, Dragan S.
Vučina, Jurij L.
Lingeman, H
Karljiković-Rajić, Katarina
Чланак у часопису
Метаподаци
Приказ свих података о документуАпстракт
The diastereo-enantio separation of isomeric mixtures of exametazime (HM-PAO) by liquid chromatography is described using an achiral sorbent (RP-18). A chiral eluent with the initial complex of Cu(II) and the optically active selector N,N-dimethyl-l-phenylalanine (l-DM-PhA), based on the ligand-exchange principle, has been applied. The separation is based on the presence of the immobilized binary complex Cu(l-DM-PhA)(2) and formation of mixed ternary complex. The optimal mole ratio of Cu(II):l-DM-PhA is 1:4, the pH should be between 4.1 and 4.2 and up to 0.8 mM of triethylamine is added for column presaturation with the initial complex. The elution order has been defined using isolated l-HM-PAO via l-HM-PAO L(+)tartrate and tneso-HM-PAO obtained by repeated recrystallization from the isomeric mixture of HM-PAO. Complete resolution between all isomers (R-S from 2.14 to 3.91) and partial resolution for meso(EE)/l-HM-PAO (R-S = 0.83) has been obtained. This means that the proposed chiral ...ligand-exchange chromatography (CLEC) can be used for determination of the isomeric purity of HM-PAO. This as an alternative method for resolution measurements with chiral columns. (C) 2003 Elsevier B.V. All rights reserved.
Кључне речи:
column liquid chromatography / ligand-exchange chromatography / chiral separation / exametazime (HM-PAO)Извор:
Journal of Pharmaceutical and Biomedical Analysis, 2003, 32, 6, 1159-1166
DOI: 10.1016/S0731-7085(03)00230-9
ISSN: 0731-7085
PubMed: 12907259
WoS: 000185148800007
Scopus: 2-s2.0-0043205804
Колекције
Институција/група
VinčaTY - JOUR AU - Nikolić, Nadežda S. AU - Veselinović, Dragan S. AU - Vučina, Jurij L. AU - Lingeman, H AU - Karljiković-Rajić, Katarina PY - 2003 UR - https://vinar.vin.bg.ac.rs/handle/123456789/2661 AB - The diastereo-enantio separation of isomeric mixtures of exametazime (HM-PAO) by liquid chromatography is described using an achiral sorbent (RP-18). A chiral eluent with the initial complex of Cu(II) and the optically active selector N,N-dimethyl-l-phenylalanine (l-DM-PhA), based on the ligand-exchange principle, has been applied. The separation is based on the presence of the immobilized binary complex Cu(l-DM-PhA)(2) and formation of mixed ternary complex. The optimal mole ratio of Cu(II):l-DM-PhA is 1:4, the pH should be between 4.1 and 4.2 and up to 0.8 mM of triethylamine is added for column presaturation with the initial complex. The elution order has been defined using isolated l-HM-PAO via l-HM-PAO L(+)tartrate and tneso-HM-PAO obtained by repeated recrystallization from the isomeric mixture of HM-PAO. Complete resolution between all isomers (R-S from 2.14 to 3.91) and partial resolution for meso(EE)/l-HM-PAO (R-S = 0.83) has been obtained. This means that the proposed chiral ligand-exchange chromatography (CLEC) can be used for determination of the isomeric purity of HM-PAO. This as an alternative method for resolution measurements with chiral columns. (C) 2003 Elsevier B.V. All rights reserved. T2 - Journal of Pharmaceutical and Biomedical Analysis T1 - Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime VL - 32 IS - 6 SP - 1159 EP - 1166 DO - 10.1016/S0731-7085(03)00230-9 ER -
@article{ author = "Nikolić, Nadežda S. and Veselinović, Dragan S. and Vučina, Jurij L. and Lingeman, H and Karljiković-Rajić, Katarina", year = "2003", abstract = "The diastereo-enantio separation of isomeric mixtures of exametazime (HM-PAO) by liquid chromatography is described using an achiral sorbent (RP-18). A chiral eluent with the initial complex of Cu(II) and the optically active selector N,N-dimethyl-l-phenylalanine (l-DM-PhA), based on the ligand-exchange principle, has been applied. The separation is based on the presence of the immobilized binary complex Cu(l-DM-PhA)(2) and formation of mixed ternary complex. The optimal mole ratio of Cu(II):l-DM-PhA is 1:4, the pH should be between 4.1 and 4.2 and up to 0.8 mM of triethylamine is added for column presaturation with the initial complex. The elution order has been defined using isolated l-HM-PAO via l-HM-PAO L(+)tartrate and tneso-HM-PAO obtained by repeated recrystallization from the isomeric mixture of HM-PAO. Complete resolution between all isomers (R-S from 2.14 to 3.91) and partial resolution for meso(EE)/l-HM-PAO (R-S = 0.83) has been obtained. This means that the proposed chiral ligand-exchange chromatography (CLEC) can be used for determination of the isomeric purity of HM-PAO. This as an alternative method for resolution measurements with chiral columns. (C) 2003 Elsevier B.V. All rights reserved.", journal = "Journal of Pharmaceutical and Biomedical Analysis", title = "Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime", volume = "32", number = "6", pages = "1159-1166", doi = "10.1016/S0731-7085(03)00230-9" }
Nikolić, N. S., Veselinović, D. S., Vučina, J. L., Lingeman, H.,& Karljiković-Rajić, K.. (2003). Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime. in Journal of Pharmaceutical and Biomedical Analysis, 32(6), 1159-1166. https://doi.org/10.1016/S0731-7085(03)00230-9
Nikolić NS, Veselinović DS, Vučina JL, Lingeman H, Karljiković-Rajić K. Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime. in Journal of Pharmaceutical and Biomedical Analysis. 2003;32(6):1159-1166. doi:10.1016/S0731-7085(03)00230-9 .
Nikolić, Nadežda S., Veselinović, Dragan S., Vučina, Jurij L., Lingeman, H, Karljiković-Rajić, Katarina, "Chiral ligand-exchange chromatography for diastereo-enantio separation of exametazime" in Journal of Pharmaceutical and Biomedical Analysis, 32, no. 6 (2003):1159-1166, https://doi.org/10.1016/S0731-7085(03)00230-9 . .