No abstract

In order to obtain milligram amounts of the enantiomers of a series of compounds to be tested for binding to the melatonin binding site, a system for semipreparative enantiomeric separation was set up using tri-acetylcellulose as the chiral stationary phase. Interactions of this class of compounds with tri-acetylcellulose were examined on an analytical scale with a series of 20 compounds. Apparently, both steric and electrostatic interactions determine retention behavior on tri-acetylcellulose. Semipreparative separations were carried out for a subset of seven compounds. The purity of the first eluting enantiomer usually was around 99%, whereas the purity of the second eluting enantiomer was slightly less. The system described is easy to use and has the major advantage that a series of compounds can be separated with one technique. The purities obtained are sufficient for a first screen of their affinity.

No abstract

Three di-, (Gly),, (Val), and (Leu),, and one tetra-peptide, (Gly),, have been acylated with 2-chloroacetyl chloride and the resulting products treated with Cs2C03 in dimethylformamide (DMF) solution; (Gly), and (Leu), provided strained 9-membered rings whereas (Val), dimerized to the 18-membered ring.

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