During the control of a multistep organic synthesis on a soluble polymer (P
EG) by matrix-assisted laser desorption/ionization (MALDI) mass spectrometr
y, a chemical reactivity was encountered when the matrix was acidic, for th
e samples where the amino moiety of the anchored compounds was protected as
a Schiff base. Such imine hydrolysis was proven to be solely mediated by t
he acidic matrix during analyses since the expected protected structures we
re detected when the experiments were duplicated with a non-acidic matrix.
Even if MALDI mass spectrometry was found to be more convenient than electr
ospray ionization mass spectrometry for the monitoring of liquid phase orga
nic syntheses, the chemical reactivity imparted by the use of a matrix must
be taken into account to avoid erroneous spectra interpretations. Copyrigh
t (C) 1999 John Wiley & Sons, Ltd.