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Enantiomeric separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as a chiral selector.
Electrophoresis. 2000 Sep; 21(15):3264-9.E

Abstract

Capillary electrophoresis (CE) was successfully applied to the enantiomer resolution of racemic structurally related compounds, namely dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA). The chiral resolution was performed in an untreated fused-silica capillary by using a phosphate buffer at pH 2.5 or 3.0 supplemented with sulfobutylated beta-cyclodextrin (SBE-CD). Resolution was strongly influenced by the concentration of the chiral selector added to the background electrolyte. In fact, 2-5 mM of SBE-CD enabled the resolution of DOPA and MDOPA enantiomers, while CDOPA optical isomers were resolved by using either 0.5 mM or 6-20 mM of SBE-CD. The latter separation conditions (reversed polarity mode) made it possible to obtain inversion of migration order.

Authors+Show Affiliations

Dolezalová M
Department of Analytical Chemistry, State Institute for Drug Control, Prague, Czech Republic. dolezal@sukl.cz
Fanali S
No affiliation info available

MeSH

CarbidopaCyclodextrinsDihydroxyphenylalanineElectrophoresis, CapillaryIndicators and ReagentsMethyldopaStereoisomerismbeta-Cyclodextrins

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

11001225

Citation

Dolezalová, M, and S Fanali. "Enantiomeric Separation of Dihydroxyphenylalanine (DOPA), Methyldihydroxyphenylalanine (MDOPA) and Hydrazinomethyldihydroxyphenylalanine (CDOPA) By Using Capillary Electrophoresis With Sulfobutyl Ether-beta-cyclodextrin as a Chiral Selector." Electrophoresis, vol. 21, no. 15, 2000, pp. 3264-9.
Dolezalová M, Fanali S. Enantiomeric separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as a chiral selector. Electrophoresis. 2000;21(15):3264-9.
Dolezalová, M., & Fanali, S. (2000). Enantiomeric separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as a chiral selector. Electrophoresis, 21(15), 3264-9.
Dolezalová M, Fanali S. Enantiomeric Separation of Dihydroxyphenylalanine (DOPA), Methyldihydroxyphenylalanine (MDOPA) and Hydrazinomethyldihydroxyphenylalanine (CDOPA) By Using Capillary Electrophoresis With Sulfobutyl Ether-beta-cyclodextrin as a Chiral Selector. Electrophoresis. 2000;21(15):3264-9. PubMed PMID: 11001225.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantiomeric separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as a chiral selector. AU - Dolezalová,M, AU - Fanali,S, PY - 2000/9/23/pubmed PY - 2001/2/28/medline PY - 2000/9/23/entrez SP - 3264 EP - 9 JF - Electrophoresis JO - Electrophoresis VL - 21 IS - 15 N2 - Capillary electrophoresis (CE) was successfully applied to the enantiomer resolution of racemic structurally related compounds, namely dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA). The chiral resolution was performed in an untreated fused-silica capillary by using a phosphate buffer at pH 2.5 or 3.0 supplemented with sulfobutylated beta-cyclodextrin (SBE-CD). Resolution was strongly influenced by the concentration of the chiral selector added to the background electrolyte. In fact, 2-5 mM of SBE-CD enabled the resolution of DOPA and MDOPA enantiomers, while CDOPA optical isomers were resolved by using either 0.5 mM or 6-20 mM of SBE-CD. The latter separation conditions (reversed polarity mode) made it possible to obtain inversion of migration order. SN - 0173-0835 UR - https://www.unboundmedicine.com/medline/citation/11001225/Enantiomeric_separation_of_dihydroxyphenylalanine__DOPA__methyldihydroxyphenylalanine__MDOPA__and_hydrazinomethyldihydroxyphenylalanine__CDOPA__by_using_capillary_electrophoresis_with_sulfobutyl_ether_beta_cyclodextrin_as_a_chiral_selector_ L2 - https://doi.org/10.1002/1522-2683(20000901)21:15<3264::AID-ELPS3264>3.0.CO;2-1 DB - PRIME DP - Unbound Medicine ER -