Effect of additives on eremomycin sorbent selectivity in separation of salbutamol enantiomers using supercritical fluid chromatography

被引:11
作者
Pokrovskiy, O. I. [1 ,2 ]
Kayda, A. S. [2 ]
Usovich, O. I. [2 ]
Parenago, O. O. [1 ,2 ]
Lunin, V. V. [1 ,2 ]
机构
[1] Russian Acad Sci, Kurnakov Inst Gen & Inorgan Chem, Moscow, Russia
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow, Russia
关键词
supercritical fluid chromatography; enantioselectivity; eremomycin; salbutamol; ionic interactions; polar ionic mode; CHIRAL STATIONARY PHASES; LIQUID-CHROMATOGRAPHY; ENANTIOSEPARATION; RISTOCETIN;
D O I
10.1134/S0036024417140011
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A regime is found in which chiral stationary phase based on macrocyclic glycopeptide eremomycin allows separation of salbutamol sulfate enantiomers in supercritical fluid chromatography. Enantioseparation occurs only when two dynamic modifiers are used simultaneously: isopropylamin + trifluoroacetic acid or isopropylamin + ammonium acetate. Amine molar concentration in mobile phase has to be higher than acid molar concentration, otherwise enantiomers coelute. We suppose that with amine excess a mechanism of enantiorecognition is realized which involves ionic sorbent-sorbate interactions. Such mechanism is well-known for glycopeptide chiral selectors in liquid chromatography, but for supercritical fluid chromatography it is reported for the first time.
引用
收藏
页码:2288 / 2290
页数:3
相关论文
共 12 条
[1]   MACROCYCLIC ANTIBIOTICS AS A NEW CLASS OF CHIRAL SELECTORS FOR LIQUID-CHROMATOGRAPHY [J].
ARMSTRONG, DW ;
TANG, YB ;
CHEN, SS ;
ZHOU, YW ;
BAGWILL, C ;
CHEN, JR .
ANALYTICAL CHEMISTRY, 1994, 66 (09) :1473-1484
[2]  
Berthod A, 2010, CHIRAL RECOGNITION IN SEPARATION METHODS: MECHANISMS AND APPLICATIONS, P203, DOI 10.1007/978-3-642-12445-7_7
[3]   Supercritical fluid chromatography for the enantioseparation of pharmaceuticals [J].
De Klerck, Katrijn ;
Mangelings, Debby ;
Vander Heyden, Yvan .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2012, 69 :77-92
[4]   Evaluation of a ristocetin bonded stationary phase for subcritical fluid chromatography of enantiomers [J].
Lavison, G ;
Thiébaut, D .
CHIRALITY, 2003, 15 (07) :630-636
[5]   Super/subcritical fluid chromatography chiral separations with macrocyclic glycopeptide stationary phases [J].
Liu, Y ;
Berthod, A ;
Mitchell, CR ;
Xiao, TL ;
Zhang, B ;
Armstrong, DW .
JOURNAL OF CHROMATOGRAPHY A, 2002, 978 (1-2) :185-204
[6]   Chiral packed column subcritical fluid chromatography on polysaccharide and macrocyclic antibiotic chiral stationary phases. [J].
Medvedovici, A ;
Sandra, P ;
Toribio, L ;
David, F .
JOURNAL OF CHROMATOGRAPHY A, 1997, 785 (1-2) :159-171
[7]   Potential of chiral anion-exchangers operated in various subcritical fluid chromatography modes for resolution of chiral acids [J].
Pell, Reinhard ;
Lindner, Wolfgang .
JOURNAL OF CHROMATOGRAPHY A, 2012, 1245 :175-182
[8]   Comparison of stationary phases for packed column supercritical fluid chromatography based upon ionic liquid motifs: a study of cation and anion effects [J].
Smuts, Jonathan ;
Wanigasekara, Eranda ;
Armstrong, Daniel W. .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2011, 400 (02) :435-447
[9]   Chiral separations performed by enhanced fluidity liquid chromatography an a macrocyclic antibiotic chiral stationary phase [J].
Sun, Q ;
Olesik, SV .
ANALYTICAL CHEMISTRY, 1999, 71 (11) :2139-2145
[10]   Enantioselective supercritical fluid chromatography using Ristocetin A chiral stationary phases [J].
Svensson, LA ;
Owens, PK .
ANALYST, 2000, 125 (06) :1037-1039