Separation of dansylamino acid enantiomers by thin-layer chromatography

Massimo Sinibaldi, Antonella Messina, Anna Maria Girelli

Research output: Contribution to journalArticle

Abstract

A simple thin-layer chromatographic method for the separation of D- and L-dansylamino acids using a new resolving agent is described. The enantiomeric resolution of racemates was accomplished on reversed-phase plates pre-treated with a poly-L-phenylalaninamide - copper(II) complex using water- acetonitrile mixtures as eluent under isocratic conditions. The polymeric ligand was easily prepared by reaction of the optically active amide with ethylene glycol diglycidyl ether at room temperature. The method is rapid and sensitive, and was successfully employed to resolve various dansylamino acids.

Original languageEnglish
Pages (from-to)1245-1247
Number of pages3
JournalAnalyst
Volume113
DOIs
Publication statusPublished - 1988

Fingerprint

Thin layer chromatography
Enantiomers
Thin Layer Chromatography
chromatography
Acids
acid
Ethylene glycol
Acetonitrile
Amides
ether
ethylene
ligand
Copper
Ethers
Ligands
copper
Temperature
Water
temperature
water

Keywords

  • Dansylamino acids
  • Ligand-exchange chromatography
  • Polymeric resolving agent
  • Racemate resolution
  • Thin-layer chromatography

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Separation of dansylamino acid enantiomers by thin-layer chromatography. / Sinibaldi, Massimo; Messina, Antonella; Girelli, Anna Maria.

In: Analyst, Vol. 113, 1988, p. 1245-1247.

Research output: Contribution to journalArticle

Sinibaldi, Massimo ; Messina, Antonella ; Girelli, Anna Maria. / Separation of dansylamino acid enantiomers by thin-layer chromatography. In: Analyst. 1988 ; Vol. 113. pp. 1245-1247.
@article{8db56b920d3446a28d1a98b63ccb2b27,
title = "Separation of dansylamino acid enantiomers by thin-layer chromatography",
abstract = "A simple thin-layer chromatographic method for the separation of D- and L-dansylamino acids using a new resolving agent is described. The enantiomeric resolution of racemates was accomplished on reversed-phase plates pre-treated with a poly-L-phenylalaninamide - copper(II) complex using water- acetonitrile mixtures as eluent under isocratic conditions. The polymeric ligand was easily prepared by reaction of the optically active amide with ethylene glycol diglycidyl ether at room temperature. The method is rapid and sensitive, and was successfully employed to resolve various dansylamino acids.",
keywords = "Dansylamino acids, Ligand-exchange chromatography, Polymeric resolving agent, Racemate resolution, Thin-layer chromatography",
author = "Massimo Sinibaldi and Antonella Messina and Girelli, {Anna Maria}",
year = "1988",
doi = "10.1039/AN9881301245",
language = "English",
volume = "113",
pages = "1245--1247",
journal = "The Analyst",
issn = "0003-2654",
publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Separation of dansylamino acid enantiomers by thin-layer chromatography

AU - Sinibaldi, Massimo

AU - Messina, Antonella

AU - Girelli, Anna Maria

PY - 1988

Y1 - 1988

N2 - A simple thin-layer chromatographic method for the separation of D- and L-dansylamino acids using a new resolving agent is described. The enantiomeric resolution of racemates was accomplished on reversed-phase plates pre-treated with a poly-L-phenylalaninamide - copper(II) complex using water- acetonitrile mixtures as eluent under isocratic conditions. The polymeric ligand was easily prepared by reaction of the optically active amide with ethylene glycol diglycidyl ether at room temperature. The method is rapid and sensitive, and was successfully employed to resolve various dansylamino acids.

AB - A simple thin-layer chromatographic method for the separation of D- and L-dansylamino acids using a new resolving agent is described. The enantiomeric resolution of racemates was accomplished on reversed-phase plates pre-treated with a poly-L-phenylalaninamide - copper(II) complex using water- acetonitrile mixtures as eluent under isocratic conditions. The polymeric ligand was easily prepared by reaction of the optically active amide with ethylene glycol diglycidyl ether at room temperature. The method is rapid and sensitive, and was successfully employed to resolve various dansylamino acids.

KW - Dansylamino acids

KW - Ligand-exchange chromatography

KW - Polymeric resolving agent

KW - Racemate resolution

KW - Thin-layer chromatography

UR - http://www.scopus.com/inward/record.url?scp=0024063282&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0024063282&partnerID=8YFLogxK

U2 - 10.1039/AN9881301245

DO - 10.1039/AN9881301245

M3 - Article

C2 - 3232836

AN - SCOPUS:0024063282

VL - 113

SP - 1245

EP - 1247

JO - The Analyst

JF - The Analyst

SN - 0003-2654

ER -