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Common methods for the chiral determination of amphetamine and related compounds I. Gas, liquid and thin-layer chromatography
Authors:Justyna Ma?gorzata P?otka  Marek Biziuk
Affiliation:Department of Analytical Chemistry, Chemical Faculty, Gdańsk University of Technology, Narutowicza 11/12, 80-233 Gdańsk, Poland; School of Science, Faculty of Science and Technology, University of the West of Scotland, Paisley PA1 2BE, Scotland
Abstract:This article reviews the most common, useful methods for the chiral determination of amphetamine (AM) and AM-derived designer drugs in different of matrix, including blood, hair, urine, medicaments or standard solutions, taking into consideration articles published in the past 15 years. We consider chromatographic methods (e.g., gas, liquid, high-performance liquid, and thin layer). We describe several types of chiral derivatization reagent, mobile-phase additive and chiral stationary phase commonly used in the chromatographic methods. Tables summarize basic information about conditions (e.g., type of column and mobile phase), detection mode and reference data for each procedure.
Keywords:AITC, 2,3,4-tri-O-acetyl-α-D-arabinopyranosyl isothiocyanate   AM, Amphetamine   AQC, 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate   B, Blood   CB, 4-carbethoxyhexafluorobutyryl   CD, Cyclodextrin   CE, Capillary electrophoresis   CE-β-CD, Carboxyethyl-β-cyclodextrin   CF, Cyclufructan   chiral-CBH, Chiral protein phase   CICS, Complexation induced shift   CMPA, Chiral Mobile-Phase-Addictive   CM-β-CD, Carboxymethyl-β-cyclodextrin   CNS, Central Nervous System   CPS, Chiral stationary phase   DAD, Diode array detector   DAS-β-CD, Heptakis-(2,6-diacetyl-6-sulfato)-β-cyclodextrin   DMA, Dimethylamphetamine   d-MTPA, d-α-methoxy-α-(trifluoromethyl)phenylacetyl chloride   DM-β-CD, Heptakis-(2,6-di-O-methyl)-β-cyclodextrin   Dns-Cl, Dansyl chloride   DOM, 2,5-dimethoxy-4-methylamphetamine   EP, Ephedrine   FDAA, 1-fluoro-2,4-dinitrophenyl-5-l-alaninamide   FITC, Fluorescein isothiocyanate   FLD, Fluorescence detector   FMOC, 9-fluorenylmethyl chloroformate   FMOC-L-Pro, 9-fluorenylmethyl chloroformate-L-proline   FS, Forensic sample   GC, Gas chromatography   GITC, 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate   H, Hair   HMA, Hydroxyamphetamine   HPLC, High performance liquid chromatography   HP-β-CD, Hydroxypropyl-β-cyclodextrin   ICA, Itaconic acid   IR, Infrared   L, Liver   Leu, Leucine   l-FLEC, l-(9-fluorenyl)ethyl chloroformate   l-HFBOPCl, 2S,4R-N-heptafluorobutyryl-4-heptafluorobutyloxy-prolyl chloride   l-HPC, (S)-(&minus  )-N-(heptafluorobutyryl)prolyl chloride   LIF, Laser-induced fluorescence   LLE, Liquid-liquid extraction   l-MTPA, l-α-methoxy-α-(trifluoromethyl)phenylacetyl chloride   LSR, Lanthanide shift reagents   l-TPC, Trifluoroacethyl-l-prolyl chloride   MAA, Methacrylic acid   MAM, Methamphetamine   MBDB, Methylenedioxyphenyl-N-methyl-2-butanamine   MBTFA, N-Methyl-bis(trifluoroacetamide)   MDA, 3,4-methylenedioxyamphetamine   MDEA, 3,4-methylenedioxy-N-ethylamphetamine   MDMA, 3,4-methylenedioxymethamphetamine   MECK, Micellar electrokinetic chromatography   MIP, Molecularly imprinted polymers   MS, Mass spectrometry   M-β-CD, Methyl-β-cyclodextrin   NAC, N-acetyl-Lcysteine   NEP, Norephedrine   NICI, Negative-ion chemical ionization   NITC, Naphthyl isothiocyanate   N-MEP, N-methylephedrine   N-MPEP, N-methylpseudoephedrine   NMR, Nuclear magnetic resonance   NP, Normal phase   NQS, 1,2-napthoquinone 4-sulfonate   OPA, O-phthalaldehyde   P, Plasma   PEA, Phenylethylamine   PEP, Pseudoephedrine   PFBBr, Pentafluorobenzyl bromide   PFP, Pentafluoropropionic   PFPA, Pentafluoropropionic anhydride   Ph, Pharmaceuticals   p-HMAM, p-hydroxymethamphetamine   PITC, Phenyl isothiocyanate   p-L-SUCILS, polysodium N-undecenoyl-L-isoleucine sulfate   p-L-SUCLS, N-undecenoyl-L-leucine sulfate   p-L-SUCVS, N-undecenoyl-L-valine sulfate   PMA, 4-methoxy-amphetamine   PMMA, N-methyl-1-(4-methoxyphenyl)-2-aminopropane   RM, Rifamycin B   ROESY, Overhauser spectroscopy   RP, Reversed phase   S, Standard solution   S,S-PDITC, S,2S-N-[(2-isothiocyanato)-cyclohexyl)] pivalinoyl amide   SCX, Strong cation-exchange   SO, Mass selector   SPE, Solid-phase extraction   SPME, Solid-phase microextraction   SU(XIII)-γ-CD, Sulfated γ-cyclodextrin   TAA, Tetraalkylammonium   TBA, Tetrabutylammonium   TLC, Thin layer chromatography   T, Tablets   U, Urine   UVD, Variable wavelength detector
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