This study presents an in situ determination of organic reaction products on a thin layer chromatography (TLC) plate using surface-assisted laser desorption/ionization (SALDI) time-of-flight mass spectrometry. This technique can rapidly identify products and byproducts on an intact TLC plate. The characteristics of low matrix interference and low suppression effects in SALDI make this technique particularly appropriate for small organic compounds. In addition, the SALDI liquid used in the SALDI matrix system helps to reduce the interaction between analyte and silica gel on the TLC plate, thus avoiding an extra extraction procedure when preparing the sample. Furthermore, preparing the sample by combining TLC with SALDI mass spectrometry on the TLC plate is a relatively easy task. A TLC/SALDI analysis takes less than ten minutes to complete. Copyright # 1999 John Wiley & Sons, Ltd. Received 1 February 1999; Revised 5 March 1999; Accepted 5 March 1999 Thin layer chromatography (TLC) provides a fast and inexpensive separation method for purification. TLC is frequently used in the separation of reaction products in organic synthesis. Different visualization methods are conventionally used to identify reaction products in TLC. However, the reaction products are normally purified by column chromatography for further confirmation. The collected fraction is then analyzed by nuclear magnetic resonance (NMR). This procedure is quite tedious and timeconsuming. Mass spectrometry has been used as an alternative detection method to confirm organic reaction products after TLC separation. Ideally, the TLC plate should be directly inserted into the mass spectrometer for analysis when the separation is achieved. The plate is heated in the source, and highly volatile compounds are released and detected by electron ionization (EI) or chemical ionization (CI).1-3 However, for nonvolatile or thermally labile compounds, this alternative method does not work. Instead, the analyte must be extracted from the TLC stationary phase by an appropriate organic solvent. Previous investigations have successfully detected analytes from the TLC plate by fast-atom bombardment (FAB) and matrix-assisted laser desorption ionization (MALDI) after solvent extraction.
4-8The major concern in FAB/TLC and MALDI/TLC is how to effectively extract the analytes from the TLC stationary phase. Preparing TLC/MALDI samples is complicated because not only must the analytes be extracted from the silica gel, but they must also co-crystallize with the MALDI matrix. 7,8 Recently, Meldal et al. presented a TLC/MALDI method for analyzing organic reaction products. 9 In this method, the analytes are scraped off and extracted from the TLC plate after the components of the reaction mixture have been separated on the TLC plate. The extracted fraction from the TLC plate is then mixed with the MALDI matrix for MALDI analysis. This is an indirect analytical method combining TLC with MALDI. However, this method poses the problem of matrix interference in the low mass range: mos...